• 专利附录
  • 专利说明
  • 权利要求
  • 类似技术
  • 同族专利
  • 引用文献
  • 法律状态
  • 优先权
    • 专利摘要:
    The compound 5-amino-4-chloro-2-phenyl-3(2H)-pyridazinone free from 5-chloro-4-amino-2-phenyl-3(2H)-pyridazinone is used as selective weed-killer in a remarkably more efficacious and remarkably less phytotoxical way than the presently known "pyrazon" (mixture of 5-amino-4-chloro-2-phenyl-3(2H)-pyridazinone and 5-chloro-4-amino-2-phenyl-3(2H)-pyridazinone). The 5-amino-4-chloro-2-phenyl-3(2H)-pyridazinone is obtained from pyrazon by treating said pyrazon with a mineral acid of pre-fixed concentration, obtaining a suspension and filtering such a suspension. The use thereof as weed-killer is carried out in suitable formulations.
    公开号:SU1005659A3
    申请号:SU792782104
    申请日:1979-06-22
    公开日:1983-03-15
    发明作者:Мотта Реймондо
    申请人:Оксон Италия С.П.А. (Фирма)；
    IPC主号:
    专利说明:

    (54) METHOD FOR ISOLATION 5-AMINO-4-CHLOR-2-PHENYL. -3 (2H) -pyridazinone The invention relates to a process for the isolation of 5-amino-4-chloro-2-phenyl-3 (2H) -pyridazinone, which has a high selective herbicidal activity. Amination of 4,5. -Dichloro-2-phenyl-3 (2H} -pyridazinone) is known to result in a mixture of 5-amino-4-chloro-2-phenyl-3 (2H) -pyridazinone (PCA), which has herbicidal activity and 4-amino-5-chloro-2-phenyl-3 (2H) -pyri dazinone (), having no herbicide; this activity is used as a herbicide called pyrazone 1. The presence of 4-amino-5 in the mixture -chloro-2-phenyl-3 (2H) -pyridazinone (iso-PCA) leads to soil contamination. The purpose of the invention is the isolation of 5-amino-4-chloro-2-phenyl-3 (2H) -pyridaz noya from its mixture with the isomer - 4-amno-5-chloro-2-phenyl-3 (2H) -pyridazinone. Lena Target. Achieved those according to the method of isolation of 5-cm1 but-4-chloro-2-phenyl-3 (2H) -pyridazinone from its mixture with 4-amino-5-chloro-2.-phenyl-3 (2H) - the pyridazinone mixture is treated with 31-37% hydrochloric acid cast or BO-75% sulfuric acid: one at a ratio of 1: 2.5–10 (w / v). Preferably, the method singing at a ratio of 1: 2, 5. The product obtained according to the proposed method has a melting point of 204-20 s, which is less toxic for warm-blooded animals than the initial mixture. Thus, LDgoy of rats for B-amino-4-chloro-2-phenyl-3 (2H) -pyridazone No 4110 mg / kg, for pyrazo — 2292 mg / kg. Example 1. In laOO ml of 32% hydrochloric acid with a density of 16, 400 g of commercial pyrazine containing 85% PCA with mp. i85-195c The reaction mixture is stirred for 4-6 hours at room temperature, the suspension is filtered and the filter cake is washed with 400 ml of 32% - hydrochloric acid and then with water until the reaction takes place and the filter is dried to obtain 340 g of PC 97% purity with so pl. 204-20b C. X-ray PCA yield per 100% product is 96% of theoretical. The mother liquor, obtained by no filtration, to which is added the olic acid used for iipoNttJBKn, is diluted with 1400 ml of water. This mixture is stirred until a complete precipitation of iso-RSL occurs, then it is filtered, the precipitate is washed with water until neutral. Example 2. In 1000 ml of 32% hydrochloric acid with a density of 1.16, within 30 minutes, 400 g of a commercial pyrazone containing 24% PCA was injected. Next, the process is carried out analogs of example 1 and as a result, 331 g of PCA with a purity of 96.5% with m.p. 204-205 0, The yield of PCA per 100% product is 95% of the theoretical. Example 3. In 1000 ml of 37% hydrochloric acid with a density of 1.84, within 30 minutes, 400 g of a commercial pyrazone containing is introduced. 86% PCA, the reaction mixture is stirred for 2-4 hours at room temperature, the suspension is filtered and washed with 400 ml of 37% hydrochloric acid. The process is then carried out as in Example 1 and 326 g of PCA 98% pure are obtained. The yield of PCA per 100% product is 93% of the theoretical. Example 4. In 1000 ml of 28% hydrochloric acid with a density of 1.14, a commercial pyrazone containing 86% PCA is introduced within minutes, the reaction mixture is stirred for 6 hours at room temperature, and then the process is carried out 1. 378 g of 89% XRD are obtained. As follows from this example, the concentration of hydrochloric acid of 28% is insufficient to achieve a high degree of purification of a commercial pyrazone. Example 5. In 2000 ml of 32% hydrochloric acid with a density of 1.16 for -30 min, 400 g of a commercial pyrazone containing 86% PCA was added. The process is then carried out as in Example 1, resulting in 319 g of X-ray diffraction data with a purity of 97%. The yield of the product is 90% of the theoretical, Example 6. B 1000 ml of 70% sulfuric acid for 400 minutes at room temperature, 400 g of a commercial pyrazone containing 86% PCA is added. The reaction mixture is stirred for 4 hours at room temperature, the suspension is filtered and the salts are washed with 400 ml of 70% sulfuric acid. The precipitate from the filter is stirred in, filtered off and washed until neutral. After drying this precipitate, 314 g of PCA with a purity of 96.5% is obtained. -Exit cleaned-up product. is 88% of theoretical. Example 7. The process is carried out as in Example 6, using 1000 ml of 55% sulfuric acid. Get 360 PCA with a purity of 90%. As follows from this example, when using sulfuric acid with a concentration below 60%, a product of insufficiently high purity is obtained. PRI me R 8. The process is carried out as in Example 6, using 1000 ml of 80% sulfuric acid. Get 226 g of PCA with a purity of 98.8%. The yield of the purified product is 65% of the theoretical. As follows from this example, using sulfuric acid with a concentration of more than 75% yields a product of very high purity, but the yield of this product is not high enough. Example 9. In 4000 ml of 32% hydrochloric acid with a density of 1.16, 400 g of pyrazone containing 86% PCA with m.p. 185195®С. The mixture is stirred for 4-6 hours at room temperature, the suspension is filtered and washed with 400 ml of 32% hydrochloric acid and then with water until neutral. The precipitate is dried, receive 300 g of PCA with a purity of 98%, so pl. 204-206 ° C. . : Product yield and 85.4% of theoretical. The mother liquors from the filtration, to which the hydrochloric acid solution used for the washing is added, are diluted with 1400 ml of water. The mixture is stirred until complete precipitation with iso-PCA, and then filtered and washed with water until neutral. The effectiveness of the compositions prepared from commercial pyrazone and purified PCA is illustrated by the following examples. Example 10. A field designed and prepared for sowing sugar beet was treated by spraying (using conventional equipment) herbicidal compositions containing either purified pyrazone containing 97% PCA or commercial pyrazone containing 84% PCA, which were prepared as in the form of wettable powders, and in the form of dispersible in water pastes. After the application of weed kills, or herbicides, to the surface of the floor, they were introduced into the soil to a depth of 3–4 cm by boronation (treatment in an initial period). Then, sowing of sugar beet of the Maribo Unica type was carried out. Similarly to the treatment of the pre-sowing period, the same means of weed control were sprayed in the post-sowing period with the same doses, but before the plant appeared from the soil (treatment in the pre-emergence period). The same treatment with the same herbicide was carried out after the appearance of 4-5 leaves, and the affected weeds were in an incomplete stage.
    The results of the experiments are presented in Table. one.
    As can be seen from Table 1, formulations containing a pyrazone containing 97% PCA provide results that are superior to those that are obtained using formulations containing pyrazone containing 84% PCA (using both formulations with equivalent doses of the main active component).
    Single-seed beet varieties Mopuh and Monogem were sown on two fields, and after the planted cultures reached the appearance stage of two leaves, they were treated with herbicide, including either pyrazone containing 84% XRD, or pyrazone containing 97% X-ray, by spraying.
    After 30 days after treatment with the herbicide, the results obtained were evaluated.
    The results of the experiments are presented in table. 2
    As can be seen from the table. 2, formulations containing Pyrazone containing 97% PCA provide a lower degree of phytotoxicity with respect to beet plants and a higher efficacy on weeds compared with similar formulations containing Pyrazone containing 84% PCA and containing equivalent amounts of the active ingredient.
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    权利要求:
    Claims (2)
    [1]
    Claim 1. Investigation of .5-amino-4-chloro-2-phenyl-3 (2H) -pyridainone from its mixture with 4-amino-5-chloro-2-phenyl-3 (2H) -pyridainenin, characterized in that the mixture is treated with 31-37% hydrochloric acid or bO-75% cepHoft acid at a ratio of 1: 2.5-10 (w / v).
    [2]
    2. The method according to p. 1, and they are distinguished by the fact that the process is carried out at a ratio of 1: 2.5 (w / v)
    Sources of information, taken into account during the examination 1. Melnikov N.N. Hi dr% Chemical plant protection products. Pesticides). M ,, Himi, 1978, p. 111.
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    同族专利:
    公开号 | 公开日
    IT1096594B|1985-08-26|
    IT7824857D0|1978-06-22|
    DK156656C|1990-02-05|
    GB2026476A|1980-02-06|
    DK156656B|1989-09-18|
    FR2429208A1|1980-01-18|
    ES481763A0|1980-12-01|
    SE7905475L|1979-12-23|
    BE877154A|1979-10-15|
    IL57614D0|1979-10-31|
    JPS6338995B2|1988-08-03|
    CH643547A5|1984-06-15|
    SE445915B|1986-07-28|
    NL7904820A|1979-12-28|
    DE2925110A1|1980-01-10|
    ATA437679A|1982-12-15|
    DE2925110C2|1989-10-12|
    CA1116169A|1982-01-12|
    BR7903954A|1980-03-18|
    ES8107194A1|1980-12-01|
    DK264679A|1979-12-23|
    YU41162B|1986-12-31|
    FR2429208B1|1984-10-26|
    JPS5517373A|1980-02-06|
    YU147979A|1983-01-21|
    US4286092A|1981-08-25|
    IL57614A|1983-05-15|
    GB2026476B|1982-10-27|
    AT371808B|1983-08-10|
    引用文献:
    公开号 | 申请日 | 公开日 | 申请人 | 专利标题
    FR1477347A|1965-05-26|1967-04-14|Process for the manufacture of pure 5-amino-4-chloro-2-phenyl-pyridazin-3-one as well as products according to those obtained by the present process or similar process|
    AT260943B|1965-05-26|1968-03-25|Pavel Dipl Ing Rapos|Process for the preparation of pure 5-amino-4-chloro-2-phenylpyridazin-3-one|
    DE2100685C2|1971-01-08|1983-09-22|Basf Ag, 6700 Ludwigshafen|Process for the preparation of pure 4-amino-5-halogen-pyridazonen- |DE2937421A1|1979-09-15|1981-04-09|Basf Ag, 6700 Ludwigshafen|METHOD FOR PRODUCING 4-AMINO-5-CHLORINE-1-PHENYLPYRIDAZONE- |
    US4366155A|1981-03-30|1982-12-28|Eli Lilly And Company|1-Benzoyl-3-ureas, compositions, and insecticidal method|
    DE3617997A1|1986-05-28|1987-12-03|Basf Ag|SUBSTITUTED N-PHENYLPYRIDAZONE DERIVATIVES I|
    DE3926905A1|1989-08-16|1991-02-21|Basf Ag|METHOD FOR SEPARATING AND RECYCLING RESIDUES FROM THE WASTEWATER OF THE SYNTHESIS OF 5-AMINO-4-CHLORINE-2-PHENYL-3-PYRIDAZINONE|
    法律状态:
    优先权:
    申请号 | 申请日 | 专利标题
    IT24857/78A|IT1096594B|1978-06-22|1978-06-22|PROCEDURE FOR OBTAINING 5-AMINO-4-CHLORO-2-FENYL-3-PYRID AZINONE FREE OF 5-CHLORINE-4AMINO-2-FENYL-3-PYRID ZIONONE FROM MIXTURES OF THE TWO ISOMERS AND APPLICATION AS A HERBICIDE SELECTIVE PRODUCT OBTAINED|
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