Thionyl Chloride → 4-[N-(4-Fluoro-3-trifluoromethylphenyl)sulfamoyl]-benzoic acid-[2-hydroxy-2-(2,2-dimethyl-1,3-dioxolan-4-yl)-ethylamide]

HRID 654051

반응식

HRID 654051 반응식
[F:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][S:9]([C:12]2[CH:20]=[CH:19][C:15]([C:16](O)=[O:17])=[CH:14][CH:13]=2)(=[O:11])=[O:10])=[CH:4][C:3]=1[C:21]([F:24])([F:23])[F:22].O=S(Cl)Cl.[OH:29][CH:30]([CH:33]1[CH2:37][O:36][C:35]([CH3:39])([CH3:38])[O:34]1)[CH2:31][NH2:32]>C(OCC)(=O)C>[OH:29][CH:30]([CH:33]1[CH2:37][O:36][C:35]([CH3:39])([CH3:38])[O:34]1)[CH2:31][NH:32][C:16](=[O:17])[C:15]1[CH:14]=[CH:13][C:12]([S:9](=[O:11])(=[O:10])[NH:8][C:5]2[CH:6]=[CH:7][C:2]([F:1])=[C:3]([C:21]([F:22])([F:23])[F:24])[CH:4]=2)=[CH:20][CH:19]=1

참가 물질

5

반응물 3

HCID 24386Thionyl ChlorideHCID 36999904-[N-(4-fluoro-3-trifluoromethylphenyl)sulfamoyl)benzoic acidHCID 11971028alpha-(Aminomethyl)-2,2-dimethyl-1,3-dioxolane-4-methanol

생성물 1

HCID 678993514-[N-(4-Fluoro-3-trifluoromethylphenyl)sulfamoyl]-benzoic acid-[2-hydroxy-2-(2,2-dimethyl-1,3-dioxolan-4-yl)-ethylamide]

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

실험 절차

Analogously to Example 11(a), 3.63 g (10 mmol) of 4-[N-(4-fluoro-3-trifluoromethylphenyl)sulfamoyl)benzoic acid in ethyl acetate with SOCl2 is converted into the acid chloride and the latter is reacted with 1.93 g (12 mmol) of 2-hydroxy-2-(2,2-dimethyl-1,3-dioxolan-4-yl)-ethylamine and the crude product is purified by chromatography. 4.2 g=82.9% of the theoretical yield of the compound is obtained as an amorphous solid.

후처리

  1. customthe crude product is purified by chromatography
  2. custom4.2 g=82.9% of the theoretical yield of the compound is obtained as an amorphous solid

출처 및 근거

ORD 기록
ord-e4a9023e10de4979b628488c50ee5cfb
출처 데이터셋
uspto-grants-1992_07
특허 번호
US05130119

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