Insectoacaricide agent in the form of emulsion concentrate

专利摘要:
The invention relates to an acaricidal agent in the form of an emulsion concentrate and makes it possible to kill 90-100% of the larvae of horseradish and Tetranychus beaters when the concentration of the active ingredient in the working solution is 0.1%. The agent contains, in wt.%: The active ingredient is a compound of the formula R -dN- -NR-CR3-6-8 (0) R, in which R is phenyl, substituted in positions with 2-chloro, 4 is trifluoromethyl or trifluoro- - by methoxy group, in positions 2 - chlorine, 4 - trifluoromethyl and 6 - bromine, in positions 2 - chlorine, 4 and 6 - bromine, B positions 2 and 6 - chlorine or methyl, 4 - bromine, trifluoromethyl or trifluoromethoxygroup- sing, in positions 2,4 and 6 - chlorine or in positions 2 and 6 - bromine, 4 - trifluoromethyl, R - hydrogen, methyl; R 2 trifluoromethyl, difluorochloromethyl, dichlorofluoromethyl; hydrogen, chlorine, 6poMi p-0, 1, 2, 11.1, Dimethylformamide 77.8, nonylphenol glycol ether 11.1. The known agent based on 1-cyclohexyl-5- -CN, N- (dimethyl) -carbamoyloxyJ-3-methylsulfonylmethylsigrazole is not i active under these conditions. 3 tab. CO S
公开号:SU1447265A3
申请号:SU864027940
申请日:1986-08-13
公开日:1988-12-23
发明作者:Ензен-Корте Ута；Геринг Рейнгольд；Шаллнер Отто；Штеттер Йерг；Вробловски Гейнц-Юрген；Бэкер Бенедикт；Штендель Вильгельм；Хомейер Бернгард；Беренц Вольфганг
申请人:Байер Аг (Фирма)；
IPC主号:

专利说明:

The invention relates to chemical plant protection products, specifically to an insecticoacaricidal agent in the form of an emulsion concentrate based on a pyrazole derivative.
The purpose of the invention is to increase the insectoacaricidal activity of the agent.
The agent is prepared by simply mixing the components.
The pyrazole derivatives used are obtained by reacting a compound of the formula
S (0) n-B,
NxNA,
 R
where R is hydrogen, methyl
Rj - trifluoromethyl, difluoromethyl dichlorofluoromethyl
-substituted phenyl;
-0,1,2,
with inorganic or organic nitrite in the presence of an auxiliary substance and, if necessary, in the presence of hydrohalic acid, and, if necessary, in the presence of a diluent.
Compounds of formula (I), in which R, is hydrogen and n is 1 or 2, are also obtained by reacting a compound of formula
R n
H
S-E:
one
45
where R 2 and R have the indicated meanings, with an oxidizing agent of the formula R-0-OH, where R 4 is hydrogen or unsubstituted or substituted acid or aryl.
Such methods are used to obtain 1-arsH1-pyrazoles of the general formula (1) with physicochemical properties shown in Table 1.
The proposed tools have a high insectocard adnoe activity. Along with these agents, known compounds containing compounds are used.
CH3-S-CH2
O-CO-N;
.sn,
SN
with 1-cyclohexyl-5- (H, N- (dimethyl) -carbamoyloxy) -3-: metsch1thio1 etylpyrazole K
About CH3-CH2 ..
k1Lo-so-s
sn.
 (B)
20
C1-cyclohexyl-5- (N, N- (dimethyl) -cap-baimoyl) -3-methylsulfonylmethyl-pyrazol;
ABOUT
SNch-Z- II O
3- | -CH2
0-CO-T. (AT)
ch5
0
five
 ,
five
1-Cyclohexip-5- (S, H- (dimethyl) -carbamoyloxy) -3-methylsulonylmethylpyrazole.
Phaedon larvae test, 7 mph. (77.8 wt.%) Dimethylformamide, 1 wt.h. (11.1 wt.%) Of simple nonylphenol polyglycol ether as an emulsifier, 1 wt.h. (11.1% by weight) of the active substance indicated in Table 2 are vigorously stirred and the resulting emulsion concentrate is diluted with water to the concentration of active substance indicated in Table 2.
The leaves of cabbage (Brassica oleracea) are processed by immersion in an aqueous emulsion and then the larvae of horseradish (Phaedon cochleariae) are planted on them while the leaves are still wet.
After 3 days, the degree of killing (%) is determined. At the same time, 100% means that all the larvae are euthanized, and 0% means that not one larva has been euthanized.
The results are presented in Table 2.
The test with Tetranychus is repeated with the Phaedon larvae test, but the emulsion concentrate is diluted to an active substance concentration of 0.1%. The data are presented in Table 3.
Thus, the proposed insecticide caries have a high insecticide acaricidal activity at low concentrations.

权利要求:
Claims (1)
[1]
Invention Formula
An insecticoacaricidal agent in the form of an emulsion concentrate, containing the active ingredient, a pyrazole derivative, the solvent, dimethylformamide, and an emulsifying agent, alkylaryl polyglycol ether, characterized in that it has a compound of the general formula for the purpose of reduction and sectoacaricidal activity
In II l S (Qn) - R2
AR,
I
R
0
50
five
where R is phenyl, substituted in position 2 by chlorine, and 4 is trifluoromethyl or trifluoromethoxy, in position -. x 2 - chlorine, 4 - trifluoromethyl and 6 - bromine, in positions 2 - chlorine, 4 and 6 - bromine, in positions 2 and 6 - chlorine or methyl, and 4 - bromine, trifluoromethyl in trifluoromethoxy group, in position x 2,4 and 6 - chlorine shsh in positions 2 and 6 - bromine, and 4 - trifluoromethyl)
RI is hydrogen, methyl;
R — trifluoromethyl, difluorochloromethyl, dichlorofluoromethyl; Ke - hydrogen chlorine, bromine; p - 0,1,2,
and as alkylaryl polyglycol ether, is nonylphenol polyglycol ether in the following ratio of components, wt%:
Active ingredient 14.1 Solvent77.8
Emulsifier 11.1
rv / fO)
3H -CFjNO
4H BrO
H -CClflF C1O
Table 1
C1
p 1.4972
C1
Bl
T.SH1. 118 ° C
C1
C1.
M.p.172-174 0
izizizinzzzzi
-CCljF brо
Vg
-TVcF, Tp.78-82 C
Br /
"K-Q -cci, F H O ei nj-i.eisa
-H-CF -CFgBrOci 4-1,5200
"X
-CF, BrO-O-CPjT. pl, 90-91 С
C1
is smiling
C1V
10СНз -CCljF -Нос7 - Н-НМР t.v rrgo
ga-
11CH, -CC1, F BrО..pl.-60-62 С
12СНз -CF3ВгО l pjТ.пл.-60-70 ° С
 Vj
13СНз -SUAL and H-NMR 7.76 ppm
01
14H -CC1, F VGO i, m.p. 115-118 seconds
15CH, -CFj61Clx T.Sh1.81 ° С
 H
but
1-o
16СНз -CCl, jF Н1-O sТ.пл. 100 s
With Civ
17H-CF, Br1-O-ST.pl, 94-102 ° C
Ci
C1
18H-CFjВг О-О- п 1,5010
-O
C1
is smiling
C1V
.. pl.-60-62 С
01
C1
..JGGLIZGjGZX // - Z
camping on 19H - Br2-L-Vg So pl. 125-130 ° С
Ri.
20N N O V zkoe oil
Vg
CFj
21H-CCliF VgOvg Tk..OZ mbar
Civ-O-CP, i,
22H-CCl F C1O 1vg T.pl.183-185 C
23H-CCl F Br2-O-1BP m.p. 114-122 С
C1
U 4 / -OPJ
Bi.
24H-CCl-jF Br1 - p. M.p.122-134 sec
Vg
%
25H-CC1, F BrO 3 T.GO1.
 Siz
C1
-Er
26СН, -CF ВгОъг 1..101-102 0
(C.
27 (Shz VgO J cij T.rm.57-9 ° C
SG
28CH.J, -CFjВгО i CP T.p.48-50 С
C1
N
29CH -CCljF VgO-vVocPj m. Pl.
C1.
30СН, -CC1, F ВгО jr f Т.п. 85-7 s.
 . "Y--; -d
Vv
31СНз-CFj. Вг2 ° Tp.74-6 ° С
C1.
Ri.
Vg
32 CH, -CClFjBr
33 VLF
-CClFj Br
34 CH.
-Srz Br
35 SNC-CCljF N
36 N
CCLF Br
-CCI
37 N
-CFg H
38 N
-CClFj H
39 N
-CFj Br
40 H
-CClFi Br
41 H
-CC1; F br
42 H
-CCljF H
 H-NMR spectra were conducted in CBSIl with tetramethylsilane as an internal standard. The chemical shift of the hydrogen atom to position 5 of the pyrazole ring is indicated.
N- - / Vcp, m.p. 77-9 ° C
sgM
ci
Br
Is-
-O-CP,
.
T.SH1. 74-75 ° C
 T.iui.-40-45 ° C
 a H-NMR (CDCl) 2.45 (3H, s)
-O-OP, H-NMR (CDClj), 48 (C.3H)
 f7.68 (d. from d.)
1H) J8.85 (d. From d.)
2H) / 8.29 (o, 1H)
51 .. H-NMR (CDCl,)
  in OA (s, 1H) Ci-
M.p.102-103 p.

 1.5090
M.p.126-27 С
.K. 175 C / 0.05 mbar
-O-CF, Br
ClN.
 T.K. 150 ° C / 0.02 mbar
W,
0
 M.p. 69-71 ° C

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法律状态:

优先权:

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申请号 | 申请日 | 专利标题

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DE19853529829|DE3529829A1|1985-08-21|1985-08-21|1-ARYLPYRAZOLE|

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