Hydrogen Peroxide → HCID 178510672、化合物

HRID 573405

反応式

HRID 573405 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].[OH:26]S(O)(=O)=O.OO.O>C(Cl)CCl>[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-:26])[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 4

HCID 784Hydrogen PeroxideHCID 962WaterHCID 1118Sulfuric AcidHCID 9953940Fipronil sulfide

生成物 1

HCID 178510672HCID 178510672、化合物収率 81.9%

試薬・触媒・溶媒 1

HCID 111,2-Dichloroethane溶媒

反応条件

温度
13.5 °C

実験手順

3.0 liter of ethylene dichloride solvent & 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 a temperature of about 5-10° C. and 2500.0 gms of H2SO4 (85.0% w/w) was added over a period of 3.0 to 4.0 hours. After that, 95.0 gms of H2O2 (50.0% w/w) was added to the aforesaid mass over a period of 3.0 hours at 11-13° C. The reaction temperature was maintained at a temperature of about 12-15° C. for about 2.0 hours with monitoring of reaction conversion. The reaction mass obtained thereafter was slowly added into 1250 ml of chilled water at a 10-20° C. over a period of 2.0 hours. This mass was heated to a temperature of about 60-65° 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 was 436.0 gms. The crude fipronil was then crystallized from same solvent after partial evaporation to yield 358.0 gms crystalline fipronil of 95.0% purity.

後処理

  1. additionwas added over a period of 3.0 to 4.0 hours
  2. customThe reaction mass obtained
  3. temperatureThis mass was heated to a temperature of about 60-65° C.
  4. customto separate the aqueous and organic layers
  5. washThe organic phase was washed with water
  6. washwash, till a neutral pH
  7. customwas obtained
  8. customThe crude fipronil was then crystallized from same solvent
  9. customafter partial evaporation

出典と根拠

ORDレコード
ord-58ade2f2dc564f35a0b69ad91c62a195
出典データセット
uspto-grants-2015_05
特許番号
US09029564B2

関連ノート

読み込み中…