Water → HCID 20364661、化合物

HRID 225777

反応式

HRID 225777 の反応式
[C:1]1([SH:7])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Cl[C:9]1[S:10][C:11]([C:15]([O:17][CH2:18][CH3:19])=[O:16])=[C:12]([CH3:14])[N:13]=1.O>CN(C)C=O>[CH3:14][C:12]1[N:13]=[C:9]([S:7][C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)[S:10][C:11]=1[C:15]([O:17][CH2:18][CH3:19])=[O:16]

参加物

5

反応物 3

HCID 962WaterHCID 7969ThiophenolHCID 594903Ethyl 2-chloro-4-methyl-1,3-thiazole-5-carboxylate

生成物 1

HCID 20364661HCID 20364661、化合物

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

実験手順

Thiophenol (1.90 ml) was dissolved in N,N-dimethylformamide (10 ml) Sodium hydride (60% oil suspension, 740 mg) was added by portions under ice-cooling, and the mixture was stirred at room temperature for 15 min. Thereafter, a solution of ethyl 2-chloro-4-methylthiazole-5-carboxylate (3.05 g) in N,N-dimethylformamide (10 ml) was added dropwise, and the mixture was stirred at the same temperature for 20 min. Water (50 ml) was added to the reaction mixture, and the mixture was extracted with ethyl acetate (50 ml). The ethyl acetate layer was washed twice with water (50 ml) and then with saturated brine (30 ml), and dried (Na2SO4). Ethyl acetate was evaporated under reduced pressure and the obtained residue was purified by column chromatography to give ethyl 4-methyl-2-phenylsulfanylthiazole-5-carboxylate (3.85 g).

後処理

  1. additionwas added by portions under ice-
  2. temperaturecooling
  3. stirringthe mixture was stirred at the same temperature for 20 min
  4. extractionthe mixture was extracted with ethyl acetate (50 ml)
  5. washThe ethyl acetate layer was washed twice with water (50 ml)
  6. dry with materialwith saturated brine (30 ml), and dried (Na2SO4)
  7. customEthyl acetate was evaporated under reduced pressure
  8. customthe obtained residue was purified by column chromatography

出典と根拠

ORDレコード
ord-d4501c3e611d4c658621a081bd183b26
出典データセット
uspto-grants-2009_07
特許番号
US07557123B2

関連ノート

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