Thionyl Chloride → 3-(Methylsulfonyl)-5-(trifluoromethyl)benzoyl chloride

HRID 403398노트

반응식

HRID 403398 반응식
ClC1N=NC(N(C)[C:9](=[O:24])[C:10]2[CH:15]=[C:14]([C:16]([F:19])([F:18])[F:17])[CH:13]=[C:12]([S:20]([CH3:23])(=[O:22])=[O:21])[CH:11]=2)=C(C2C=CC(F)=CC=2OC)C=1.S(Cl)([Cl:37])=O>CN(C)C=O>[CH3:23][S:20]([C:12]1[CH:11]=[C:10]([CH:15]=[C:14]([C:16]([F:19])([F:18])[F:17])[CH:13]=1)[C:9]([Cl:37])=[O:24])(=[O:22])=[O:21]

참가 물질

4

반응물 2

HCID 24386Thionyl ChlorideHCID 71766083HCID 71766083, 화합물2회

생성물 1

HCID 866708083-(Methylsulfonyl)-5-(trifluoromethyl)benzoyl chloride수율 102.9%

시약·촉매·용매 1

HCID 6228Dimethylformamide촉매

실험 절차

To 3-(methylsulfonyl)-5-(trifluoromethyl)benzoic acid (1 g, 3.73 mmol, example 1, intermediate d) was added N,N-dimethylformamide (27.3 mg, 28.9 μL, 373 μmol) and thionyl chloride (8.87 g, 5.44 ml, 74.5 mmol) and the suspension was heated to reflux for 30 min. A light brown solution was formed. To remove thionyl chloride, the light brown solid was diluted with toluene, followed by complete evaporation. This procedure was repeated two times to provide the desired compound as a colorless solid (1.1 g; 99%) which was pure enough for the next step without further purification.

후처리

  1. temperaturethe suspension was heated
  2. temperatureto reflux for 30 min
  3. customA light brown solution was formed
  4. customTo remove thionyl chloride
  5. additionthe light brown solid was diluted with toluene
  6. customfollowed by complete evaporation

출처 및 근거

ORD 기록
ord-14b60bfe2f4b41238fc2159eb0034bb1
출처 데이터셋
uspto-grants-2014_06
특허 번호
US08748434B2

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