Acetic Anhydride → 6-amino-1-isobutyl-3-methyl-2-thioxo-1H-pyrimidin-4-one

HRID 31065

반응식

HRID 31065 반응식
[C:1](CC(O)=O)#[N:2].C(O[C:11](=[O:13])[CH3:12])(=O)C.[CH2:14]([NH:18][C:19]([NH:21][CH3:22])=[S:20])[CH:15]([CH3:17])[CH3:16].[OH-].[Na+]>C(O)C>[NH2:2][C:1]1[N:18]([CH2:14][CH:15]([CH3:17])[CH3:16])[C:19](=[S:20])[N:21]([CH3:22])[C:11](=[O:13])[CH:12]=1

참가 물질

6

반응물 4

HCID 7918Acetic AnhydrideHCID 9740Cyanoacetic acidHCID 14798Sodium HydroxideHCID 155682431-Isobutyl-3-methylthiourea

생성물 1

HCID 866010566-amino-1-isobutyl-3-methyl-2-thioxo-1H-pyrimidin-4-one수율 29%

시약·촉매·용매 1

HCID 702Ethanol용매

반응 조건

온도
60 °C

실험 절차

A solution of cyanoacetic acid (1.52 g, 17.8 mmol) in acetic anhydride (2.45 mL, 25.9 mmol) was added to 1-isobutyl-3-methylthiourea (2.37 g, 16.2 mmol). The reaction mixture was heated to 60° C. for 1.5 h. The solvent was evaporated and the resulting red oil was redissolved in ethanol (5 mL) and 5M sodium hydroxide (1.6 mL, 8.1 mmol) was added. The reaction mixture was refluxed for 2 h. The solvent was co-evaporated with ethanol and the resulting pale brown solid was purified by flash chromatography (ethyl acetate) to yield 6-amino-1-isobutyl-3-methyl-2-thioxo-1H-pyrimidin-4-one (1.0 g, 29%) as a yellow solid.

후처리

  1. customThe solvent was evaporated
  2. dissolutionthe resulting red oil was redissolved in ethanol (5 mL)
  3. temperatureThe reaction mixture was refluxed for 2 h
  4. customthe resulting pale brown solid was purified by flash chromatography (ethyl acetate)

출처 및 근거

ORD 기록
ord-1ed6a4e0efb34e3d84ef3149d73d0e7f
출처 데이터셋
uspto-grants-2008_09
특허 번호
US07425560B2

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