Methanesulfonyl chloride → HCID 86590466、化合物

HRID 1062323ノート

反応式

HRID 1062323 の反応式
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]

参加物

4

反応物 2

HCID 31297Methanesulfonyl chlorideHCID 22286972HCID 22286972、化合物

生成物 1

HCID 86590466HCID 86590466、化合物収率 45.6%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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)−.

後処理

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

出典と根拠

ORDレコード
ord-d9e8d63942444e7d918adc41c41c1ce9
出典データセット
uspto-grants-2005_11
特許番号
US06960664B2

反応ノート

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