• 专利附录
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    • 专利摘要:
    Agricultural fungicidal compositions containing as an active ingredient one or more 4-aminoquinazoline derivatives. The amino group is substituted, e.g., with a phenoxyalkylene, and the quinazoline nucleus may be substituted at 2- and or 6-positions.
    公开号:SU1111675A3
    申请号:SU782625595
    申请日:1978-06-06
    公开日:1984-08-30
    发明作者:Накагами Казуто；Екои Синдзи；Нисимура Кендзи；Нагаи Сигеки；Хонда Такео；Ода Кироку；Фудзии Кацутоси；Кобаяси Риудзи；Кодзима Микио
    申请人:Санкио Ко,Лтд (Фирма)；Убе Индастриз,Лтд (Фирма)；
    IPC主号:
    专利说明:

    1 The invention contributes to the chemical-a means of combating fungal diseases of plants, namely, a fungicidal composition based on 4-aminoquinazoline derivatives. A fungicide composition is known, containing the 4-chloro-2 {4-methylphenyl) -quinazoline active principle and agricultural. self acceptable carriers. Closest to the proposed technical essence and the achieved result is a fungicidal composition containing 4-alkylaminoquinazoline and auxiliary components 21. However, the activity of the known compositions is insufficient. The purpose of the invention is to enhance the fungicidal action. This goal is achieved by the fact that in the fungicidal composition in the form of a moisturized powder, the active compound is a 4-aminoquinazoline derivative of the general form: hydrogen, chlorine, methyl; -hydrogen, met1-t, chlorine, bromine, iodine, nitro; - C.-C.-alkylene; - oxygen, sulfur; , C-alkyl, benzyl, naphthyl, phenyl, phenyl, substituted once With C, -C ,, -alkyl C, C-, C-alkoxy, phenyl, chlorine bromine, twice methyl, chlorine, methoxy, methylthio, trifluoromethyl, three times chlorine , 2, D-dichloro-6 methyl, or 4- (5-phenoxypentyl) aminoquinazoline hydrochloride, and as auxiliary components - diatomaceous earth clay, silica gel, sodium lignosulfonate, lauryl alcohol polyoxyethylene ether, polyvinyl alcohol in the following ratio of components, wt. h .: Derived 4-aminoquinazoline 50 Clayna29 Diatomaceous earth 10 Silica gel 5 Sodium lignosulfonate 3 Lauryl alcohol polyoxyethylene ester 2 Polyvinyl alcohol 1 51 Compounds of formula (.1) can be obtained in the following ways: VG H2N XYZ A sh-t-g N A where a, b, x, y, z have the indicated meanings. The reaction is carried out in the presence of a solvent and a base. In kachestve- solvent used, in particular, chlorinated or non-chlorinated aromatic, aliphatic or alicyclic hydrocarbons such as benzene, toluene, xylene, methylnaphthalene, petroleum ether, ligroin, hexane, chlorobenzene, dichlorobenzene, methylene chloride, chloroform, dichloroethane, trichlorethylene and cyclohexane; ethers, such as distil ether, ethylene glycol dimethyl ether, tetrahydrofuran. and diokean, ketones - acetone, methyl ethyl ketone; alcohols, for example methanol, ethanol and ethylene glycol, as well as their mixtures with water, and mixtures of these solvents. Organic compounds, such as triethylamine, pyridine and NjN-diethylaniline, as well as inorganic substances, in particular sodium and potassium hydroxides, as well as sodium and potassium carbonates, can serve as the basis for the reaction. To shorten the reaction period, it is carried out under heating (although the reaction takes place at different temperatures; from room temperature to the boiling point of the solvent). At the end of the reaction, the target compound is purified by recrystallization or chromatography. Acid salts can be obtained by adding an acid to the reaction mixture, followed by evaporation of the solvent. Example 1. 6-Methyl-4- 2 (2-methoxyphenoxy) ethyl 3 aminoquinazole (compound 22). To a solution of g (0.01 mol) of 4-chloro-6-methylquinazoline in 50 ml of a base, 1.0 g (0.01 mol) of triztilamine and 1.7 g (0.01 mol) of 2- (O- methyroxyphenoxy) ethylamine and the mixture is heated at 60-70 ° C for 5 hours with stirring. Upon completion of the reaction, benzene is evaporated under reduced pressure, the residue is dissolved in chloroform, washed with water and dried over anhydrous sulfate on ri. Chloroform is evaporated under reduced pressure to precipitate crystals, which are recrystallized and ethanol. Yield 0.9 g of 6-methyl-4- 2- (2-metho-siphenoxy) ethyl aminoquinazoline in the form of colorless plates, so pl. 167-169 ° C. Calculated,%: C 69.88; H 6.19; N 13.58 Found: C 69.86; H 6.15; N 13.60 PRI mme R-2. (4 - Vromphenium thio) ethyl aminoquinazoline (compound 36). To a solution of 2.5 g (0.015 mol) of 4-chloroquinazoline in 50 ml of benzene, d add 1.5 g (0.015 mol) of triethylamine in 3.5 g (0.015 mol) of 2- (p-bromo-phenytio) ethyl 1-1 and the mixture burnt at 70-80 ° C and stirring for 3 hours. Upon completion of the reaction, the benzene is evaporated under reduced pressure. The SRI, the crystals are washed with water, filtered and recrystallized from ethanol. Output 3.0 g of 4-C2- (4-bromophenylthio) aminoquinazoline to form, colorless granules, so pl. 161-163 ° C. Calculated,%: C, 52.95; H 3.85; N 11.41. Found: C, 53.34; H 3.92; N 11.66 EXAMPLE 3. 4- (3 - Phenoxypropyl) aminoquinazoline (compound 65). 1.5 g (0.015 mol) of triethylamine and 2.3 g (0.015 mol) of 3-phenoxypropylamine are added to a solution of 2.5 g (0.015 mol) of 4-chloroquinazoline in 50 ml of benzene and the mixture is boiled under reflux for 3 hours. After the completion of the reaction, the benzene is evaporated off under reduced pressure. The residue is washed with water and the crystals are separated by filtration. The crystals are recrystallized from 70% ethanol. Obtain 1.5 g of 4- (3-phenoxypropyl) aminoquinazoline in the form of colorless flakes, so pl. 129-131 ° C. Calculated,%: C 73.09; H 6.14; N 15.01. Found: C 72.69; EI 6.24; N 14.66 PRI mme R 4. 4- (5-phenoxypentyl) aminoquinazoline (compound 132). 1.0 g (0.01 mol) of triztilamine and 1.8 g (0.01 mol) of 5-phenoxypentylamine are added to a solution of 1.7 g (0.01 mol) of 4-chloroquinazoline in 50 ml of benzene and the mixture is boiled Under reflux for 3 hours. By reaction of the h-HHH reaction, the benzene is evaporated under reduced pressure to separate the crystals, which are washed with water, separated by filtration, and recrystallized from aqueous zanol. Receive Oj6 g of 4- (5-phenoxypentyl) aminoquinazoline in the form of colorless flakes, so pl. 106-108 ° C. Calculated,%: C 74.26; H 6.84; N 13.68; Found: C, 74.95; H 6.89; N 13.75 2.5 g of 4- (5-phenoxypentyl) aminoquinazoline prepared according to Example 4 are dissolved in 100 ml of ethanol and 2 g of 36% hydrochloric acid are added. Ethanol is removed by evaporation under reduced pressure. The precipitate formed is dried and recrystallized from aqueous ethanol. 4- (5-phenoxypentyl) amnnoquinazoline is obtained in the form of the hydrochloride salt with m.p. 183-186 ° C. S1 Analogously, the following compounds are prepared in Examples 1-4. 1.4- (2-Ethoxyethyl) aminoquinazoline, pcs. 112-113 ° C. 2.4- (2-Ethylthioethyl) ashnokhinazoli so pl. Pb-Pv C. 3.2-Chloro-4- (2-ethoxyethyl) aminoquinazoline, m.p. 93-95 C, 4.6-Chloro-4- {2-ethoxyethyl) aminohi naeolin, m.p. 125-127C. 5.4- (2-Phenoxyethyl) aminoquinazoli m.p. 183-185С. 6.4 (2-Phenylthioethyl) aminoquinazoline, so pl. ny-isg c. 7.2-Chloro-4- (2-phenoxyethyl) aminoquinazoline, m.p. 172 174С. 8.2-Chloro-4- (2- (zenylthioethyl) amino-quinazoline, mp 2 10-212 ° C. 9. 6-Chloro-4- (2 - (}) enoxyethyl) aminoquinazoline, mp, 155-158 0 1 O. Gt-Methyl-4- (2-phenoxyethyl) aminoquinazoline, mp 138-140 ° C, 11.4-G2- (2-Chlorophenoxy) ethyl aminoquinazoline, mp 161-163 0. 12.2- Chloro-4- 2- (2-chlorophenoxy) ethyl} aminoquinazoline, mp 169-171 13.4- 2- (2-Methylphenoxy) aminoquinazoline, mp, 138-140 p. 14.4- 2- (2-Methylpepylthio a) ethyl aminoquinaaoline, mp 149-151 ° C "15. 2 Chloro-4-; 2- (2-methylphenoxy) ethyl aminoquinazoline, mp, 1 7 () 6-1 78 1 6. 6-Chloro -4-1 2- (2-methylphenoxy) ethyl aminoquinazoline, mp 168-171 C 17.6-Methyl-4-.2- (2-methylphenoxy) ethyl} aminoquinazoline, t. C. 161-164 C 18.4-2- (2-Ethylphenoxy) ethyl amine quinazoline, mp 134-135 C. 19. (2-Isopropylphenoxy) ethyl aminoquinazoline, mp 132-134 C, 20.4-G2 - (2-Deut.-Butylphenoxy) ethyl aminoquinazoline, mp 128-130C 21.4-G2- (2-methoxyphenoxy) ethyl aminoquinazoline, mp 148-152 ° C., 22, 6-Methyl-4- 2- (2-methoxyphenox ethyl} amino-niazoline, mp.167-169; P. 23.4- 2- (2-Ethoxyphenoxy) ethyl; aminoquinazoline, mp, 111-113 C. 24.6-Chloro-4- 2- (2 ethoxyphenoxy) ethyl aminoquinazoline, mp 154-156 ° C. 25. (2- -Butoxyphenoxy) ethyl aminoquinazolium, t., Pl. 89-92 0. 26. (o-phenylphenoxy) ethyl 3 aminoquinazoline, t, pl. 137-140 0, 27.6-Chloro-4-: 2- (3-phenylphenoxy). Ethyl | aminoquinazoline ,, 28. (3-Chlorophenoxy) ethyl aminoquinazoline, t. Pl. 193-195 ° C, 5 29.6-Mgtil-4- 2- (3-chlorophenoxy) ethyl aminoquinazoline, m.p. 150-152С. 30. (3-Methylphenoxy) ethig1 aminoquinazoline, m.p. .184-186 ° C. 31. 4- 2- (3-Methylphenylthio) ethyl aminoquinazoline, m.p. 131-133 0. 32. 2-Chloro-4- 2- (3-methylphenoxy) ethyl D aminoquinazoline, m.p., 162-164 0. 33. 4- 2- (4-Chlorophenoxy) ethyl, aminoquinazoline, t, pl. 191-193O. 34. (4-Chlorophenylthio) ethylZ aminoquinazoline, t, pl-. 147-149 0. 35. 4- - (4-Bromophenoxy) ethyl amino, m.p. 161-163C. quinazoline, 36. 4 2- (4-Bromophenylthio) eth1.: 1 aminoquinazoline, m.p. 161-163 ° 0. 37. 4 - (; 2- (4-Methylphenoxy) ethyl | aminoquinazoline, t, pl. 153-155 °. 38.4-G 2- (4-Methylphenylthio) ethyl} aminoquinazoline, t.G1L. 134-136 ° 0. 39,2-Chloro-4- 2- (4-methylphenoxy) ethyl aminoquinazoline, t, pl 161-163 ° 0, 40,2-Chloro-4-C2- (4-methylphenylthio) ethyl aminoquinazolium, t, mp 160-1 65 ° 0. 41, 6-Methyl-4- 2- (4-methylphenoxy) ethyl aminoquinazoline, t, square 143-145 0. 42.4-G2- (4-SCRE (T | -Butylphenoxy) ethyl aminoquinazoline, m.p., 1 38-143O, 43.4-C2- (4-methoxyphenoxy) ethyl aminoquinazolyl, t, mp, 142-144 O. 44.4-C2- (2,4-Dichlorophenoxy) ethylt aminoquinazoline, m.p. .170-172 ° 0, 45.4-112- (2-Methyl-4-chlorophenoxy) eti.k aminoquinazoline, t, mp, 164-1 66 ° 0, 46.4 - G2- {2, 4-Dimethylphene xi) ethyl aminoquinazoline, m.p. 164-167 ° 0. 47.4-C2- (2-Chloro-4-Methoxyphenoxy) methyl Daminphinazole RGM, m.p. 124-126 ° 0. 48.6-Chloro-4-y2- (2, 5-dimethylphenoxy) ethyl aminoquinazoline, mp 164167 0, 49.4-u2- (2,6-Dimethylphenoxy) ethyl aminoquinazoline, mp, 132-134 ° C. 50.2-Chloro-4- 2- (2,5-cimethyl-ph-oxoxy) ethyl aminoquinazoline, mp 1669171 C, 51 4-t; 2- (3-Methyl-4-methylthiophenoxy) ethyl aminoquinazoline, mp. 1711730. 52.4-L2- (3,5-Dimethylfinerxy) ethyl aminoquinazoline, mp. 183-185 O. 53. (2j4,5-Trichlorophenoxy) ethyl 1-aminoquinazoline, t, plate 166-178 ° C. 54.4-G2- (2, 4,6-Trichlorophenoxy) ethyl aminoquinazolium, m.p.170-172 0. 55. (1-Naftoksi) ethyl aminoquinazoline, m.p. 163-165 ° 0.
    56.6-Chloro-A-C2- (1-naphthoxy) ethyl aminoquinazoline, m.p .; 165-167С.
    57. (Benzylthio) ethyl aminoquinazoline, so pl. 111-113 ° C.
    58.2-Chloro-4-C2- (benzylthio) ethyl aminoquinazoline, mp 107-109 ° C.
    59.2-Chloro-4- (3-ethoxypropyl) aminoquinazoline, mp 92-95 ° C.
    60.6-Nitro-4- (3-ethoxypropyl) aminoquinazoline, mp. 141-143 C.
    61.4- (3-Isopropoxypropyl) aminoquinazoline, m.p. 84-86 ° C.
    62.4- (3-N-Butoxiprvpil) aminoquinazoline, m.p. 77-79G.
    63.2-Chloro-4- (3-n-butoxypropsh1) aminoquinazoline, m.p. 86-88 “C.
    64.4-13- (2-Ethylhexyloxy) propyl aminoquinazoline, m.p. 36-40 C.
    65.4- (3-Phenoxypropyl) aminoquinazoline, m.p. 129-131 C.
    66.4- (3-Phenylthiopropyl) aminoquinazoline, m.p. 103-105С.
    67.2-Chloro-4- (3-phenoxypropyl) aminoquinazoline, m.p. 118-120 ° C.
    68.2-Chloro-4- (3 phenylthiopropyl) aminoquinazoline, mp 86-89 ° C.
    69.6-Methyl-4- (3-phenoxypropyl). aminoquinazoline, so pl. 121-123C.
    70.6-Methyl-4- (3-phenylthiopropyl) aminoquinazoline, m.p. 121-123 ° C.
    71.4-C3- (2-Chlorophenoxy) propyl 3 aminoquinazoline, m.p. 144-145 ° C.
    72.4-C3- (2-Methylphenoxy) propyl aminoquinazoline, m.p. 147-149 ° C.
    73.4-СЗ- (2-Methylphenylthio) propylDaminoquinazoline, mp 99-102 C.
    74. (2-Methoxyphenoxy) propyl aminoquinazoline, m.p. 138-139 ° C.
    75.4-tЗ- (3-chlorophenoxy) propyl aminoquinazoline, m.p. 145-147 0.
    76.4-C3- (3-Methylphenoxy) propyl aminoquinazoline, m.p. 153-155 0.
    77.4-C3- (3-Methylphenylthio) propyl 1 aminoquinazoline, m.p. 73-76C.
    78.2-Chloro-4- 3- (3-methylphenoxy) propylCaminoquinazoline, m.p. 96-99 0
    79.4-p (4-Chlorophenoxy) propyl 1. Amino-quinazoline, m.p. 148-150 0.
    80.2-Chloro-4-1: 3- (4-chlorophenoxy) propyl-Jaminoquinazoline, m.p. 131-1 ZZ
    81.4-p- {4-Methylphenoxy) propyl 3 aminoquinazoline, m.p. 151-152 0.
    82.4-And- (4-Methylphenylthio) propyl aminoquinazoline, m.p. 129-131 ° 0.
    83.2-Chloro-4-1GZ-C4-me. Methylphenylthio) propyl aminoquinazoline, m.p. 82-85 0
    84.6-Iodine-4-NW- (4-1REDT. -Butylphenoxy) Propyl 1-aminoquinazo: 1: w.
    85. 4- 3- (4-Methox. Phenoxy) propyl J aminoquinazoline, mp. 136-138 ° O.
    86. 4-13- (2,5-Dimethylphenoxy) propyl Zaminoquinazoline, mp 142-144 ° 0.
    87.4-1: 3- (2-Methyl-4-chlorophenoxy) propyl Dainnoquinazoline, m.p. 178-181 o
    88. (2-Chloro-4-methoxyphenoxy) propyl aminoquinazoline, mp.166-1b9 ° 0
    89.4-LЗ- (3-Methyl-4-chlorophenoxy) propyl Zaminoquinazoline, mp 137-139 O
    90.4-B- (3.5-Dimethylphenoxy) propyl aminoquinazoline, m.p. 116-118 0.
    91.4-SZ- (1-Naftoksi) propyl-Jamin-quinazoline, m.p. 132-134 ° 0.
    92.4- (1-Methyl-2-phenoxyethyl) aminoquinazoline, mp. 125-128 ° O.
    93. 2, -Chloro-4- (1-methyl-2-phenoxyethI) aminoxinazole, so pl. 168-170 ° 0.
    94.6-Methyl-4- (1-methyl-2-phenoxyethyl) aminoquinazoline, m.p. 150-1520.
    95.4-C1-Methyl-2- (2-methylphenoxy): ethylZaminoquinazoline, m.p. 134-136 ° 0.
    96.4-1-Methyl-2- (2-methoxyphenoxy) ethyl aminoquinazoline, mp.165167 0.
    97.4-I1-Methyl-2- (3-chlorophenoxy) ethyl 1-aminoquinazoline, m.p.163-166 ° 0.
    98.4- 1: 1-Methyl-2- (3-methylphenoxy) ethyl aminosinequinazoline, mp. 130-132 ° 0.
    99.4- .1-Methyl-2- (4-chlorophenoxy) ethyl aminoquinazoline, mp 156-159 ° O.
    100.4-1-Methyl-2- (4-methylphenoxy) ethyl aminoquinazoline, m.p. 171-173 ° O.
    101.4- (2-Methyl-2-phenoxyethyl) aminoquinazoline, mp. 162-164 0.
    102.2-Chloro-4- (2-methyl-2-phenox. Diethyl) aminoquinazoline, m.p. 144-1460.
    103.4-C2-Methyl-2- (2-chlorophenoxy) ethyl aminosinequinazoline, mp. 151-153 ° 0.
    104.4-E2-Methyl-2- (2-methylphenoxy) ethyl 1-aminoquinazoline, m.p. 152-154 Oh.
    105.2-Chloro-4- 2-methyl-2- (2-methylphenoxy) ethyl aminoquinazoline, m.p.
    ..
    106.6-Chloro-4-c2-methyl-2- (2-Ishebutylphenoxy) ethyl aminoquinazoline.
    107.4-12-Methyl-2- (2-methoxyphenoxy) ethylDaminoquinazoline, m.p. 135358 0.
    108.4-C2-Methyl-2- (3-chlorfxoxy) ethyl 1-aminoquinazoline, mp. 140-142 0.
    109.4-C2-Methyl-2- (3-methylphenoxy) pgil aminoxnazoline, mp 123-126 ° C.
    110.4-C2-Methyl-2- (4-chlorophenoxl) ethyl aminoquinazoline, m.p. 165-168 0.
    111.2-Chloro-4- 2-ketil-2- (4-chlorophenoxy) ethyl 1-aminoquinazoline, mp. 160162 ° 0. 9 112.4- | G2-Methyl-2- (4-methipfenok ethyl aminoquinazoline, mp. 163--164 113.2-Chloro-4-C2-methyl-2- (phenoxy) ethyl aminoquinazoline, mp, 138-14GS 114.4- (4-Phenoxybutsh1) aminoquinol moiety, mp 115.6-Methyl-4- (4-phenoxybutyl) aminoquinazoline, mp 110-112 ° C. 116.4-С4- (2-Chlorophenoxy) butyl aminoquinazoline , tgsh. 151-153 ° C, 117.4-C4- (2-Methylphenoxy) butyl aminoquinazoline, t, pl. 152-153 C. 118.4-C4- (2-Methoxyphenoxy) but. aminoquinazoline, mp 135 -137 C, 119.4-1.4- (3-Methylphenoxy) butyl aminoquinazoline, t, pl. 110-112 p. 120.6-Bromo-4-G4- (3-bromo-phenyl-butyl amino-quinazoline. 121.4-C4- (4-Methylphenoxy) butyl aminoquinazoline, mp. 121-1-1 ° C. 122.4- (2-Ethyl-2- phenoxyethyl) aminoquinazoline, mp 158-160 ° C. 1 23. 4- (2,2-Dimethyl-2- (1) enoxyeth aminoquinazoline, mp 98-100 ° C. 124.4-c2,2- Dimethyl-2- (2-chloro-noxy) ethyl 1-aminoquinazoline, mp 89-91 ° C. 125.4-G2,2-Dimethyl-2- (2-methylphenoxy) methyl 1-aminoquinazoline, mp 96-99 ° C 126.2-Chloro-4-t2,2-dimethyl-2 (2-methylphenoxy) ethyl aminoquinazole Topl 110-112 ° C. 127., 2-Dimethyl-2- (2-methoxy phenoxy) ethyl aminoquinazoline, m.p. . 103-105 ° €. 128.4-C2,2-Dimethyl-2- (3-chloro-noxy) ethyl 1-aminoquinazoline, m.p. 111-113 ° C. 129.4-1; 2,2-Dimethyl-2- (3-methyl-noxy) methyl, aminoquinazoline, m.p. 97-100 ° C. 130., 2-Dimethyl-2- (4-chlorfeioxy) ethyl aminoquinazoline, m.p. 104-106 ° C. 131.4-P2.2-Dimethyl-2- (4-methylphenoxy) ethyl aminoquinaeolin j mp. 92-94 S. 132.4- (5-Phenoxypentyl) aminox nazolin, mp. 106-108 ° C. 133.4-; 5- (2-Chlorophenoxy) pentyl aminoquinazoline, m.p. 115-11. 134.4-C5- (2-Methylphenoxy) pentyl aminoquinazoline, m.p. 96-98 ° C. 135.4- | 15- (2-Methoxyfenox) penty zaminoquinazoline, m.p. 104-106 ° C 5 10 136. (3-Methylphenoxy) pentyl;, aminoquinazoline, m.p. 113-115 p. 137.4-C5- (4-Methylphenoxy) pentyl aminoquinazoline, m.p. 128-130C. 138. 4- (6-phenoxyhexyl) aminoquinazoline, m.p. 105-108С. - 139.4-C6- (2-Chlorophenoxy) hexyl akinoquinazoline. 140.4- (7-phenoxyheptyl) aminoquinazoline, m.p. 83-86 c. 141.4- (9-phenoxyoctyl) aminoquinazoline, m.p. 74-78 ° C. 142.4-G2- (2- -Propylphenoxy) ethyl-Jaminoquinazoline, m.p. 74-78 0. 143. 6-Methyl-4-14- (2-chlorophenoxy) butyl aminoquinazoline, m.p. 113116 C. 144.4-C2- (2-Methoxy-4-methylLenoxy) ethyl aminoquinazoline, m.p. 155156 ° C. 145.4-G2- (3-Methoxyphenoxy) ethyl aminoquinazoline, m.p. 1b5-) 66 ° C. 146.4-G2- (2-Methyl-3-chlorophenoxy) ethyl 1-aminoquinazoline, m.p. 154-156 ° C. 147.2-Methyl-4- (3-phenoxypropyl) aminoquinazoline, m.p. 111-115 ° C. 148.4-G2- (2,5-Dimethoxyphenoxy) ethyl aminoquinazoline, m.p. 178-180 ° C. 149.4-C2- (2,4-Dichlorop-6-methylphenoxy) ethyl aminoquinazoline, m.p. 165-1b7 ° C. 150.4-G2- (2-Trifluoromethyl-4-chlorophenoxy) ethyl Daminoquinazoline, m.p. 159-162 ° C. 151. (2-n-Butylphenoxy) ethyl aminoquinazoline, m.p. 159-163 ° C. 152.4-g2- (2-mRT-Zutilphenoxy) ethyl aminoquinazoline, mp 158-1 ° C. 4-aminoquinazoline derivatives are used in the form of a moistened powder containing the following components: 101 1; h .: Derived 4-aminoquinazoline 50 Clay29 Diatomaceous earth 10 Silica gel 5 Sodium lignosulfonate 3 Lauryl alcohol polyoxyethylene ester 2 Polyvinyl alcohol 1 Experience 1. Test the effectiveness of rice pests against pests. A seedling of a rice plant, the variance of Nokhriy No. 20, at the stage of brazing, 4-5 leaves are sprayed with each test with the preparation of 00 mg / l with a total amount of 30 ml and 2 pots. After 3 days
    1 111167512
    infect with fungus pest of rice, 3 days determine the number of sunspot infestations; their suspensions are controversial on the two upper leaves;
    Piricularia oryzae, and hold indoors for 48 hours under conditions of 20–22 ° C at 100% relative j, the average number of sunspots on moisture content. Then the plants are transferred to the nursery at 2A-26 ° C and through
    Each test is repeated 3 times and the degree of damage is defined as
    1 sheet.
    The results are summarized in table. one.
    Table 1
    4-isopropylaminoquinazolium; 4 ZDor-butylaminoquinazolin; 4-pentenylaminoquinazoline. None of the active compounds are phytotoxic. Test 2, Tested effectively against brown rice plants. Using a suspension of spores of Cochli bolus migabeanus and test preparations of a concentration of 500 mg / l, similarly to EXPERIMENT 1, the effectiveness against brown spotting is impaired. The results are summarized in Table 2. Table 2. Connection 71 The average number of spots: infection on 1 sheet None of the active compounds are phytotoxic.
    17 15
    5 21
    9 10
    AT 12
    O 0 14 O p ys 3, Efficacy test against bacterial stripping of rice plant leaves. Rice plants, a type of Kimmase, are planted in Wager’s pots with a surface area of 1/5000 ° and grown to the elongated leaf formation stage. Each rice plant is infected with a suspension of pathogenic microorganisms Xanthomonas ovyzae by spraying and then kept for 1 day in a room at 26-28 C and 100% relative humidity. Then the pots are placed in the nursery at. Three days after the infection, the brine was washed with an aqueous suspension of the composition (20 ml) containing 1000 ml / g of one of the active compounds listed in Table 3, the stems and leaves of the plants in each pot. After 20 days, the relative area of infection of the leaves of the elongated shape and the second :: leaf is determined. For each trial, three pots are used. The results are shown in Table 3. Table3
    15
    6
    9
    15
    9
    ten
    20
    15
    12
    ABOUT
    9
    ABOUT
    6
     Known compounds. Compounds 32 and 41 have a slight phytotoxicity. EXAMPLE 4. Test efficacy against tomato late blight. Tomatoes, a type of Shinfukuju, at the stage of 5-6 leaves of spraying, nod with an aqueous suspension of the composition (20 ml per pot) containing 500 mg / l of one of the active compounds listed in Table. 4. After air drying, each plant is infected with a spore suspension.
    65 66 68
    15
     ABOUT
    9
    sixteen
    I11675
    Continuation gabl, 3
    13
    About 4 7
    sixteen
    eight
    five
    14
    eleven
    ten
    45
    48
    50
    1162
    117O
    118O pathogenic microorganisms Phytophtora infestans spraying and incubated for 24 hours in a wet room at 20 ° C and relative humidity over 95%. The pots are then kept in a nursery at 25 ° C and after 5 days the area of infection is measured on the top three leaves of each plant. For each test, 2 pots were used and the average area of infection on one sheet was determined. The results are shown in Table. 4. Table4
    Continued tabl. 4
    nineteen
    About 101
    O 5 3 102 103 104
    3 23 105 107
    21 O O 108 109 113 114 Known compounds. None of the active compounds are phytotoxic. EXAMPLE 5. TESTING EFFECTIVE EFFECTS AGAINST EARLY TIN OF TOMATOES Tomato plants, a variety of Shinfukuju, are planted with B wa-ger pots having a diameter of 12 cm. At a stage of 5-6 leaves of a plant, 30 ml of an aqueous suspension of a composition containing 500 mg / l of one of the active compounds of the scientific research institute are given in each pot. 5, spraying the stems and leaves. After
    16 O O
    4 11 13 14
    37
    20
    1111675 Continuation of the table, 4
    148
    99
    9 16 149 150
    5 13 16 60 49 55 151 152 A
    in 3
    6
    7
    25 air drying of each plant is infected with a spore suspension of the pathogenic microorganism Alternalia solani and kept in a wet room for 24 hours at 20-22 ° C and 100% relative humidity. The pots are then placed in the nursery for 3 days, the disease is determined for all leaves, and the number of disease stains on 1 sheet is calculated using a three-pot for each test. The results are shown in Table. 5. Table 5
    2
    I 11675 Continuation of table 5
    23
    34 27 16 23 7
    79 81 83 85 84 None of the active compounds are phytotoxic. Experiment 6. Efficacy test against cucumber anthracnose. Cucumber plants, a variety of Sagamihanshirs, are planted in Wager pots having a diameter of 12 cm. Plants are used for the tests at the stage of the appearance and full opening of the first leaf. The plants in each of the 3 pots are treated with the active compound shown in Table. 6 by spraying the aqueous suspension of the composition containing
    14 6 O O O 5 O 2 O O
    3 4 5
    10 13 16 19 21 26
    24
    PP675 Continued e table. five
    four
    O 7 7 7 3 7 12
    sixteen
    108
    124 500 mg / l of the active compound in the amount of 30 ml per three pots. After air drying, the plants are infected by spraying with a suspension of spores of a pathogenic microorganism Colletotrichum lagenarium and kept indoors at 20-22 ° C at 100% relative humidity. Then the pots are transferred to the nursery when and 7 days after infection, the relative area of infection of the seed and the first leaf is determined. The results are shown in Table. 6. T a b i c a 6
    25
     1111675
    Known compounds.
    None of the active compounds are phytotoxic.
    Experience. Test the effectiveness against powdery mildew of cucumbers.
    Cucumber seedlings, variety 55 Sagamihanshirov1, are planted in pots with a diameter of 12 cm. Tests are carried out at the stage of full appearance and opening26
    Continuation of table 6
    ty pzrvogo sheet. Plants are treated with one of the active compounds listed in Table. 7 by spraying with a water suspension of a composition containing 500 mg / l of the active compound in the amount of 20 ml per 3 pots. After drying in the air, the plants are infected with Sphaerothera fuliginea by brushing the already infected cucumber leaves with a small brush so that the microorganisms are placed on the test plants. Infected plants are harvested in nursery I 1675 at 2A-26 ° C for 10 days and at the end of this period the relative area of infection is measured. Three pots are used for each test. 5 The results are shown in Table. 7. TARlitza7
    None of the active compounds are phytotoxic.
    Thus, the proposed fungicidal composition has a high activity.
    权利要求:
    Claims (1)
    [1]
    A FUNGICID COMPOSITION in the form of a wettable powder containing an active principle based on a 4-aminoquinazoline derivative and auxiliary components, characterized in that, in order to enhance the fungicidal action, it contains a compound of the general form as a 4-aminoquinazoline derivative, wherein A is hydrogen, chlorine, methyl;
    B - hydrogen, methyl, chlorine, bromine, iodine, nitro;
    X - C 4 alkylene
    Y is oxygen, sulfur;
    Z -, Cg alkyl, benzyl, naphthyl, phenyl, phenyl substituted mono- C (-C 4 - alkyl, C d, C W, C h -alkoxy, phenyl, chlorine, bromine, disubstituted by methyl, chlorine, methoxy, methylthio , trifluoromethyl, triple chlorine, 2,4-dichloro-6-methyl, or 4- (5-phenoxypentyl) aminoquinazoline hydrochloride, and clay, diatomaceous earth, silica gel, sodium lignosulfonate, polyoxyethylene ether as auxiliary components lauryl alcohol and polyvinyl alcohol in the following ratio of components, wt.h:
    4-aminoquinazoline derivative50
    Clay29
    Diatomaceous earth10
    Silica Gel5
    Sodium lignosulfonate 3
    Lauryl alcohol polyoxyethylene ether '2
    Polyvinyl alcohol1
    SU <„> 1111675 '1111675
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    同族专利:
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    法律状态:
    优先权:
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