Methanesulfonyl chloride → HCID 86590466, 화합물

HRID 1062323노트

반응식

HRID 1062323 반응식
Br.[NH2:2][C:3]1[S:4][CH:5]=[C:6]([C:8]([O:10][CH3:11])=[O:9])[N:7]=1.[CH3:12][S:13](Cl)(=[O:15])=[O:14]>C(Cl)Cl>[CH3:11][O:10][C:8]([C:6]1[N:7]=[C:3]([NH:2][S:13]([CH3:12])(=[O:15])=[O:14])[S:4][CH:5]=1)=[O:9]

참가 물질

4

반응물 2

HCID 31297Methanesulfonyl chlorideHCID 22286972HCID 22286972, 화합물

생성물 1

HCID 86590466HCID 86590466, 화합물수율 45.6%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a well stirred solution of methyl 2-amino-thiazole-4-carboxylate hydrobromide (Justus Liebigs Ann. Chem. 1951, 571, 44, Heterocycles 1997, 45, 1299) (13 g, 51 mmol) and TEA (40 mL, 290 mmol) in DCM (130 mL) at rt was added methanesulfonyl chloride (11 mL, 140 mmol) dropwise. After stirring for 1 h, the reaction mixture was filtered and the filtrate concentrated. The residue was re-suspended in ethyl acetate, filtered and chromatographed on silica gel (ethyl acetate/ethanol, 97:3) to provide 2-methanesulfonylamino-thiazole-4-carboxylic acid methyl ester (5.5 g). MS (ESI−) for C6H8N2O4S2 m/z 234.9 (M−H)−.

후처리

  1. filtrationthe reaction mixture was filtered
  2. concentrationthe filtrate concentrated
  3. filtrationfiltered
  4. customchromatographed on silica gel (ethyl acetate/ethanol, 97:3)

출처 및 근거

ORD 기록
ord-d9e8d63942444e7d918adc41c41c1ce9
출처 데이터셋
uspto-grants-2005_11
특허 번호
US06960664B2

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