反応 #3740

ord-12e40ee7e23541c4b9a7cdf8dcd80cd1

反応方程式

N#CC(N)C(N)=O
2-amino-2-cyanoacetamide
COC(OC)OC
trimethylorthoformate
CCCN
n-Propylamine
CCCn1cnc(C(N)=O)c1N
title compound
収率 61.1%
CCCn1cnc(C(N)=O)c1N
5-Amino-1-n-propylimidazole-4-carboxamide
収率 61.1%

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    温度was heated
  2. 2
    温度under reflux for 0.75 hour
  3. 3
    温度to cool
  4. 4
    その他The solid which precipitated
  5. 5
    ろ過was collected by filtration
  6. 6
    その他crystallised from methanol

実験手順

A mixture of 2-amino-2-cyanoacetamide (2.8 g, 0.0282 mol), trimethylorthoformate (3.4 g, 0.0321 mol) and acetonitrile (55 ml) was heated under reflux for 0.75 hour, then allowed to cool. n-Propylamine (1.8 g, 0.0305 mol) was then added dropwise, and the resulting mixture stirred at ambient temperature for 36 hours. The solid which precipitated was collected by filtration and crystallised from methanol to give the title compound as a colourless solid (2.9 g, 61%), m.p. 241°-243° C. Found: C,49.67; H,7.15; N,33.64. C7 H12N4O requires C,49.98; H,7.19; N,33.31%.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US05734053uspto-grants-1998_03