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

HRID 31065

反応式

HRID 31065 の反応式
[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

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
60 °C

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-1ed6a4e0efb34e3d84ef3149d73d0e7f
出典データセット
uspto-grants-2008_09
特許番号
US07425560B2

関連ノート

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