Triethylamine → 3-Chloro-4-({[3-chloro-4-(trifluoromethyl)benzyl]amino}carbonyl)benzenesulfonyl chloride

HRID 401779

반응식

HRID 401779 반응식
[Cl:1][C:2]1[CH:10]=[C:9]([S:11]([Cl:14])(=[O:13])=[O:12])[CH:8]=[CH:7][C:3]=1[C:4](Cl)=[O:5].[Cl:15][C:16]1[CH:17]=[C:18]([CH:21]=[CH:22][C:23]=1[C:24]([F:27])([F:26])[F:25])[CH2:19][NH2:20].CCN(CC)CC>C(Cl)Cl.C(OCC)(=O)C>[Cl:1][C:2]1[CH:10]=[C:9]([S:11]([Cl:14])(=[O:13])=[O:12])[CH:8]=[CH:7][C:3]=1[C:4]([NH:20][CH2:19][C:18]1[CH:21]=[CH:22][C:23]([C:24]([F:25])([F:26])[F:27])=[C:16]([Cl:15])[CH:17]=1)=[O:5]

참가 물질

6

반응물 3

HCID 8471TriethylamineHCID 198147312-Chloro-4-(chlorosulfonyl)benzoyl chlorideHCID 235127443-Chloro-4-(trifluoromethyl)benzylamine

생성물 1

HCID 577321163-Chloro-4-({[3-chloro-4-(trifluoromethyl)benzyl]amino}carbonyl)benzenesulfonyl chloride수율 40.7%

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 8857Ethyl Acetate용매

실험 절차

To a solution of 2-chloro-4-(chlorosulfonyl)benzoyl chloride (J. Org. Chem., 56,16, 1991, 4974) (300 mg, 0.877 mmol, 1 eq) in DCM (3 ml) was added 3-chloro-4-(trifluoromethyl)benzylamine (175 mg, 0.835 mmol, 0.95 eq) and Et3N (33 mg, 0.32 mmol, 0.37 eq) and the reaction mixture stirred at room temperature for 1 hour. The reaction mixture was diluted with ethyl acetate (10 ml), washed with water (10 ml), dried over sodium sulphate, filtered and evaporated. The crude material was purified by column chromatography eluting with ethyl acetate to yield the title compound (154 mg, 0.34 mmol, 39%).

후처리

  1. washwashed with water (10 ml)
  2. dry with materialdried over sodium sulphate
  3. filtrationfiltered
  4. customevaporated
  5. customThe crude material was purified by column chromatography
  6. washeluting with ethyl acetate

출처 및 근거

ORD 기록
ord-d756446f2c68467997e93dcdcb194469
출처 데이터셋
uspto-grants-2014_06
특허 번호
US08741934B2

연결된 노트

불러오는 중…