Water → 2-Acetamido-5-(2-pyrimidinylthio)thiazole

HRID 1656960ノート

反応式

HRID 1656960 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:17]=[CH:16][CH:15]=[CH:14][N:13]=1.C(=O)([O-])[O-].[K+].[K+].O>CN(C)C=O>[C:1]([NH:4][C:5]1[S:6][C:7]([S:11][C:12]2[N:17]=[CH:16][CH:15]=[CH:14][N:13]=2)=[CH:8][N:9]=1)(=[O:3])[CH3:2]

参加物

6

反応物 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 46841342-Acetamido-5-chlorothiazoleHCID 178418793HCID 178418793、化合物

生成物 1

HCID 157291582-Acetamido-5-(2-pyrimidinylthio)thiazole収率 60.2%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
150 °C

実験手順

A mixture of 2-acetamido-5-chlorothiazole (14.3 g), 2-mercaptopyrimidine (10 g) and potassium carbonate anhydrous (22.4 g) in N,N-dimethylformamide (280 ml) was stirred at 150° C. an hour. The reaction mixture was poured into water with stirring under ice cooling. The mixture was extracted with ethyl acetate, washed with water and dried over magnesium sulfate. The organic layer was concentrated under reduced pressure to give solid. The solid was triturated with water, and the precipitates were collected by filtration, washed with water and dried in vacuo to give 2-acetamido-5-(2-pyrimidinylthio)thiazole (12.30 g, yield: 60.2%). mp: 225° C. (dec.) IR (Nujol): 3170, 1645, 1555, 1310 cm-1

後処理

  1. stirringwith stirring under ice cooling
  2. extractionThe mixture was extracted with ethyl acetate
  3. washwashed with water
  4. dry with materialdried over magnesium sulfate
  5. concentrationThe organic layer was concentrated under reduced pressure
  6. customto give solid
  7. customThe solid was triturated with water
  8. filtrationthe precipitates were collected by filtration
  9. washwashed with water
  10. customdried in vacuo

出典と根拠

ORDレコード
ord-494d115f616a481fafcbfe13e6613866
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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