Water → 5-Acetyl-4-methylthiazole

HRID 1906021

반응식

HRID 1906021 반응식
[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]

참가 물질

7

반응물 4

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

생성물 1

HCID 1622925-Acetyl-4-methylthiazole수율 54.6%

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 8028Tetrahydrofuran용매

실험 절차

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 dropwise added 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.

후처리

  1. customat 50° C. to 55° C.
  2. stirringthe mixture was stirred at 55° C. to 60° C. for 4 hours
  3. stirringwith stirring
  4. washThe separated organic layer was washed with brine
  5. dry with materialdried over magnesium sulfate
  6. customevaporated in vacuo
  7. washeluted with a mixture of diisopropyl ether and ethyl acetate (1:1)
  8. additionThe fractions containing the desired compound
  9. customevaporated in vacuo

출처 및 근거

ORD 기록
ord-872368eeea9a495388984f5a0e5a3908
출처 데이터셋
uspto-grants-1987_03
특허 번호
US04649146

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