Hydrogen Peroxide → HCID 178510672, 화합물

HRID 573402

반응식

HRID 573402 반응식
[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)CCl.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]

참가 물질

6

반응물 3

HCID 784Hydrogen PeroxideHCID 1118Sulfuric AcidHCID 9953940Fipronil sulfide

생성물 1

HCID 178510672HCID 178510672, 화합물수율 74.4%

시약·촉매·용매 2

HCID 111,2-Dichloroethane용매2회HCID 962Water용매

반응 조건

온도
13.5 °C

실험 절차

1.5 liter of ethylene 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 then 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 over a period of 3.0 to 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 10-20° C. over a period of 2.0 hours. To this mass, 1500 ml of ethylene dichloride was added and the mixture was heated to 60° C. in order to separate the aqueous and organic layers. The obtained organic phase was washed with water & then with 5% NaHCO3 solution followed by water wash, till a neutral pH was obtained. The crude yield of fipronil after removal of solvent was 425.0 gms. The crude fipronil was crystallized from same solvent after partial evaporation to yield 325 gms of crystalline fipronil with 94.0% purity.

후처리

  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. in order
  5. customto separate the aqueous and organic layers
  6. washThe obtained organic phase was washed with water
  7. washwash, till a neutral pH
  8. customwas obtained
  9. customThe crude yield of fipronil after removal of solvent
  10. customThe crude fipronil was crystallized from same solvent
  11. customafter partial evaporation

출처 및 근거

ORD 기록
ord-3b92c559105a4e73a0c126c59e1d6765
출처 데이터셋
uspto-grants-2015_05
특허 번호
US09029564B2

연결된 노트

불러오는 중…