Benzoyl chloride → (alpha-phenyl trifluoroethyl) N'benzoylthio Urea

HRID 1447036

반응식

HRID 1447036 반응식
[S-:1][C:2]#[N:3].[NH4+].[C:5](Cl)(=[O:12])[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.[C:14]1([CH:20]([NH2:25])[C:21]([F:24])([F:23])[F:22])[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1>O.CC(C)=O>[C:14]1([CH:20]([NH:25][C:2]([NH:3][C:5](=[O:12])[C:6]2[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=2)=[S:1])[C:21]([F:23])([F:24])[F:22])[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1

참가 물질

6

반응물 3

HCID 7412Benzoyl chlorideHCID 15666Ammonium thiocyanateHCID 89166alpha-(Trifluoromethyl)benzenemethanamine

생성물 1

HCID 54116461(alpha-phenyl trifluoroethyl) N'benzoylthio Urea

시약·촉매·용매 2

HCID 180Acetone용매2회HCID 962Water용매

실험 절차

8.2 g ammonium thiocyanate are dissolved in 54 ml water and the resulting solution is cooled to about 0°. The temperature is kept to this temperature during the addition of a solution of 11.5 ml benzoyl chloride in 10.5 ml acetone thereto. The temperature of the reaction mixture is let to revert to about 30° then the mixture is heated to reflux for 10 mn. A solution of α-phenyl trifluoroethylamine in 110 ml acetone is thereafter added portionwise for 1 hour while heating the mixture at reflux. The heating is maintained for a further period of 11/2 hour then let to revert to ambient temperature. The solvent is distilled off. The dry residue is taken up in 250 ml water. The aqueous solution is extracted 3 times with 200 ml ether. The organic phases are united, washed with water until the washings are free of chlorine ions, filtered and dried on sodium sulphate. The solvent is evaporated off, under reduced pressure and 34.1 g of raw product are recovered. The compound is purified by recrystallizing it from hexane. The pure N-(α-phenyl trifluoroethyl) N'-benzoyl thio Urea melts at 55°-60°.

후처리

  1. temperaturethe resulting solution is cooled to about 0°
  2. customto revert to about 30°
  3. temperaturethe mixture is heated
  4. temperatureto reflux for 10 mn
  5. temperaturewhile heating the mixture
  6. temperatureat reflux
  7. customto revert to ambient temperature
  8. distillationThe solvent is distilled off
  9. extractionThe aqueous solution is extracted 3 times with 200 ml ether
  10. washwashed with water until the washings
  11. filtrationfiltered
  12. customdried on sodium sulphate
  13. customThe solvent is evaporated off, under reduced pressure and 34.1 g of raw product
  14. customare recovered
  15. customThe compound is purified
  16. customby recrystallizing it from hexane

출처 및 근거

ORD 기록
ord-3073c733e12e48a199edf28d1b43f9a8
출처 데이터셋
uspto-grants-1982_02
특허 번호
US04315020

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