Reacción #1361685

ord-88ac066fba4b4ae59a4777c116075b2b

Ecuación de reacción

[N-]=[N+]=NC1CCc2ccccc2NC1=O
3-azido-2,3,4,5-tetrahydro-2-oxo-1 H-1-benzazepine
C=C(Cl)C#N
2-chloro-acrylonitrile
N#Cc1cn(C2CCc3ccccc3NC2=O)nn1
3-(4-Cyano-1H-1,2,3-triazol-1-yl)-2,3,4,5-tetrahydro-2-oxo-1H-1-benzazepine

Disolventes

Condiciones de reacción

Temperatura
80°CELSIUS
Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    workup.DISTILLATIONExcess 2-chloro-acrylonitrile is distilled off in vacuo
  2. 2
    Filtraciónthe precipitated product is filtered off
  3. 3
    Lavadowashed with water
  4. 4
    Otrodried
  5. 5
    Otro(yield 1.1 g; 87% of theory), m.p. 214-216° C. (recrystallization from ethyl acetate/toluene)

Procedimiento

A mixture of 3-azido-2,3,4,5-tetrahydro-2-oxo-1 H-1-benzazepine (1.01 g) and 2-chloro-acrylonitrile (0.95 g) in water (5 ml) is stirred at about 80° C. for 18 hours. Excess 2-chloro-acrylonitrile is distilled off in vacuo, and the precipitated product is filtered off, washed with water and dried (yield 1.1 g; 87% of theory), m.p. 214-216° C. (recrystallization from ethyl acetate/toluene).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US06156907uspto-grants-2000_12