反応 #59343

反応方程式

sodium hydroxide

cyanoacetic acid

acetic anhydride

1-isobutyl-3-methylthiourea

→

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

収率 29.0%

溶媒

ethanol

反応条件

後処理

1. 1
   その他The solvent was evaporated
2. 2
   workup.DISSOLUTIONthe resulting red oil was redissolved in ethanol (5 mL)
3. 3
   温度The reaction mixture was refluxed for 2 h
4. 4
   その他the resulting pale brown solid was purified by flash chromatography (ethyl acetate)

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.

出典