Hydrogen Peroxide → HCID 178510672、化合物

HRID 573403

反応式

HRID 573403 の反応式
[NH2:1][C:2]1[N:6]([C:7]2[C:12]([Cl:13])=[CH:11][C:10]([C:14]([F:17])([F:16])[F:15])=[CH:9][C:8]=2[Cl:18])[N:5]=[C:4]([C:19]#[N:20])[C:3]=1[S:21][C:22]([F:25])([F:24])[F:23].OO.[OH:28]S(O)(=O)=O>C(Cl)Cl.O>[CH:11]1[C:10]([C:14]([F:15])([F:16])[F:17])=[CH:9][C:8]([Cl:18])=[C:7]([N:6]2[N:5]=[C:4]([C:19]#[N:20])[C:3]([S+:21]([O-:28])[C:22]([F:25])([F:24])[F:23])=[C:2]2[NH2:1])[C:12]=1[Cl:13]

参加物

6

反応物 3

HCID 784Hydrogen PeroxideHCID 1118Sulfuric AcidHCID 9953940Fipronil sulfide

生成物 1

HCID 178510672HCID 178510672、化合物収率 74.4%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6344Dichloromethane溶媒2 回

反応条件

温度
13.5 °C

実験手順

1.5 liter of methylene dichloride & 421.0 gms of 5-amino-3-cyano-1-(2,6-dichloro-4-trifluromethylphenyl)-4-trifluromethylthio pyrazole was charged in a reactor flask with overhead stirring & condenser system. This mass was cooled to 12-15° C. and 68.0 gms of H2O2 (50.0% w/w) & 500.0 gms of H2SO4 (90.0% w/w) were simultaneously added to the mass over a period of 3.0-4.0 hours. The reaction temperature was then raised to 28-30° C. & maintained for about 2.0 hours. The reaction mass obtained thereafter was slowly added into 1700 ml of chilled water at a temperature of about 10-20° C. over a period of 2.0 hours. To this mass, 1500 ml of methylene dichloride was added and the mixture was heated to 60° C. to separate the aqueous and organic layers. The organic phase was washed with water & then with 5% NaHCO3 solution, followed by water wash, till a neutral pH was obtained. The crude yield obtained was 425.0 gms. The obtained crude fipronil was then crystallized from same solvent after partial evaporation to yield crystalline Fipronil (325 gms) with 94.0% purity.

後処理

  1. temperatureThe reaction temperature was then raised to 28-30° C.
  2. temperaturemaintained for about 2.0 hours
  3. customThe reaction mass obtained
  4. temperaturethe mixture was heated to 60° C.
  5. customto separate the aqueous and organic layers
  6. washThe organic phase was washed with water
  7. washwash, till a neutral pH
  8. customwas obtained
  9. customThe crude yield
  10. customobtained
  11. customThe obtained crude fipronil
  12. customwas then crystallized from same solvent
  13. customafter partial evaporation

出典と根拠

ORDレコード
ord-0749790f9e9148f4bd0f9169f42554f4
出典データセット
uspto-grants-2015_05
特許番号
US09029564B2

関連ノート

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