Water → 5-Acetyl-4-methylthiazole

HRID 648604

反応式

HRID 648604 の反応式
[C:1]([C:4]1[S:8][C:7](N)=[N:6][C:5]=1[CH3:10])(=[O:3])[CH3:2].C(ON=O)CC(C)C.C(OCC)(=O)C.O>O1CCCC1.CN(C)C=O>[C:1]([C:4]1[S:8][CH:7]=[N:6][C:5]=1[CH3:10])(=[O:3])[CH3:2]

参加物

7

反応物 4

HCID 962WaterHCID 8053Isoamyl NitriteHCID 8857Ethyl AcetateHCID 7208825-Acetyl-2-amino-4-methylthiazole

生成物 1

HCID 1622925-Acetyl-4-methylthiazole収率 54.6%

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of 5-acetyl-2-amino-4-methylthiazole (15.6 g) in a mixture of tetrahydrofuran (200 ml) and dimethylformamide (50 ml) was added dropwise isoamylnitrite (14.6 g) at 50° C. to 55° C. with stirring and the mixture was stirred at 55° C. to 60° C. for 4 hours. The reaction mixture was poured into a mixture of ethyl acetate and water with stirring. The separated organic layer was washed with brine, dried over magnesium sulfate, and evaporated in vacuo. The residue was subjected to column chromatography on silica gel and eluted with a mixture of diisopropyl ether and ethyl acetate (1:1). The fractions containing the desired compound were combined and evaporated in vacuo to give 5-acetyl-4-methylthiazole (7.7 g) as an oil.

後処理

  1. stirringthe mixture was stirred at 55° C. to 60° C. for 4 hours
  2. stirringwith stirring
  3. washThe separated organic layer was washed with brine
  4. dry with materialdried over magnesium sulfate
  5. customevaporated in vacuo
  6. washeluted with a mixture of diisopropyl ether and ethyl acetate (1:1)
  7. additionThe fractions containing the desired compound
  8. customevaporated in vacuo

出典と根拠

ORDレコード
ord-76972a5b2f2349c9838aa65b3ee7faa4
出典データセット
uspto-grants-1988_04
特許番号
US04735957

関連ノート

読み込み中…