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Pyridine → 3,4-difluoro-N-(thiazol-2-yl)benzenesulfonamide

HRID 1692252
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HRID 1692252 반응식
[NH2:1][C:2]1[S:3][CH:4]=[CH:5][N:6]=1.N1C=CC=CC=1.[F:13][C:14]1[CH:15]=[C:16]([S:21](Cl)(=[O:23])=[O:22])[CH:17]=[CH:18][C:19]=1[F:20]>C(Cl)Cl>[F:13][C:14]1[CH:15]=[C:16]([S:21]([NH:1][C:2]2[S:3][CH:4]=[CH:5][N:6]=2)(=[O:22])=[O:23])[CH:17]=[CH:18][C:19]=1[F:20]
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참가 물질

5

반응물 3

HCID 1049PyridineHCID 21552-AminothiazoleHCID 27369133,4-Difluorobenzene-1-sulfonyl chloride

생성물 1

HCID 535139793,4-difluoro-N-(thiazol-2-yl)benzenesulfonamide

시약·촉매·용매 1

HCID 6344Dichloromethane용매3회

실험 절차

To a slurry of 2-aminothiazole (23.88 g, 0.2384 mol) in methylene chloride (150 mL) and pyridine (38.0 mL, 0.470 mol) was added dropwise a solution of 3,4-difluorobenzenesulphonyl chloride (25.0 g, 0.118 mol) in 10 mL of methylene chloride. After stirring for 48 hours the reaction was diluted with more dichloromethane and extracted with 1N HCl. The organic layer was dried over sodium sulfate, filtered, and concentrated. The residue was purified by flash column chromatography to give 3,4-difluoro-N-(thiazol-2-yl)benzenesulfonamide as a white solid. LCMS Rt=1.24 minutes MS m/z 277 [MH]+

후처리

  1. extractionextracted with 1N HCl
  2. dry with materialThe organic layer was dried over sodium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated
  5. customThe residue was purified by flash column chromatography

출처 및 근거

ORD 기록
ord-c0a19021d98646318b367959858e4bd9
출처 데이터셋
uspto-grants-2012_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08153814B2

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