Reaktion #348197

ord-960ab3d9ab704cd8b07c05ab4008cd5d

Reaktionsgleichung

N=C(N)NC(=O)c1nc(Cl)c(N)nc1N
N-amidino-3,5-diamino-6-chloropyrazinamide
C1CN=C2CCCN2C1
DBN
CN(C)C=O
dimethylformamide
CCOP(Cl)OCC
diethyl chlorophosphite
CCOP(=O)(NC=NNC(=O)c1nc(Cl)c(N)nc1N)OCC
diethyl N-[(3,5-diamino-6-chloro-pyrazinamido)iminomethyl]phosphoramidate

Reaktionsbedingungen

Temperatur
25°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Filtrationfiltered
  2. 2
    workup.ADDITIONtreated with ice water (300 ml.)

Vorschrift

A stirred solution of N-amidino-3,5-diamino-6-chloropyrazinamide (4.6 g., 0.02 mole) and DBN (2.5 g., 0.02 mole) in dimethylformamide (300 ml.) is cooled to 10° C. and treated with diethyl chlorophosphite (2.9 ml., 0.02 mole). The reaction is stirred at 25° C. for 3 hours, filtered and treated with ice water (300 ml.) to give diethyl N-[(3,5-diamino-6-chloro-pyrazinamido)iminomethyl]phosphoramidate which melts at 230° C. after recrystallization from ethanol-water.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US04163781uspto-grants-1979_08