Reaktion #3740

ord-12e40ee7e23541c4b9a7cdf8dcd80cd1

Reaktionsgleichung

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

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Temperaturwas heated
  2. 2
    Temperaturunder reflux for 0.75 hour
  3. 3
    Temperaturto cool
  4. 4
    SonstigeThe solid which precipitated
  5. 5
    Filtrationwas collected by filtration
  6. 6
    Sonstigecrystallised from methanol

Vorschrift

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%.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05734053uspto-grants-1998_03