Potassium Carbonate → 2-acetylamino-5-(1-methyl-1H-tetrazol-5-ylthio)thiazole

HRID 1656985ノート

反応式

HRID 1656985 の反応式
[C:1]([NH:4][C:5]1[S:6][C:7](Cl)=[CH:8][N:9]=1)(=[O:3])[CH3:2].[SH:11][C:12]1[N:16]([CH3:17])[N:15]=[N:14][N:13]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[C:1]([NH:4][C:5]1[S:6][C:7]([S:11][C:12]2[N:16]([CH3:17])[N:15]=[N:14][N:13]=2)=[CH:8][N:9]=1)(=[O:3])[CH3:2]

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 46841342-Acetamido-5-chlorothiazoleHCID 178482017HCID 178482017、化合物

生成物 1

HCID 157291852-acetylamino-5-(1-methyl-1H-tetrazol-5-ylthio)thiazole収率 82.2%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
130 °C

実験手順

A mixture of 2-acetylamino-5-chlorothiazole (1.76 g), 5-mercapto-1-methyl-1H-tetrazole (1.2 g) and potassium carbonate (2 g) in N,N-dimethylformamide (40 ml) was heated at 130° C. for 3 hours with stirring. The reaction mixture was concentrated under reduced pressure and the residue was triturated with water. The precipitates were collected by filtration, washed with water and dried in vacuo to give solid. The solid was subjected to column chromatography on silica gel (silica gel 60, 70-230 mesh; Merck: 150 g) and eluted with a mixture of chloroform and methanol (10:1). The fractions containing the objective compound were combined and concentrated under reduced pressure to give 2-acetylamino-5-(1-methyl-1H-tetrazol-5-ylthio)thiazole (2.1 g, yield: 82.0%). mp: 208°-210° C.

後処理

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customthe residue was triturated with water
  3. filtrationThe precipitates were collected by filtration
  4. washwashed with water
  5. customdried in vacuo
  6. customto give solid
  7. washeluted with a mixture of chloroform and methanol (10:1)
  8. additionThe fractions containing the objective compound
  9. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-95c2627aed934ea9ae38095a542d19e9
出典データセット
uspto-grants-1993_10
特許番号
US05256675

反応ノート

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