Reaction #53337

ord-fc559d231c654a62a357da91edbcf1d0

Reaction equation

CC1Cc2cc3c(cc2C(c2ccc([N+](=O)[O-])cc2)=NN1)OCO3
(±)-8-methyl-5-(4-nitrophenyl)-8,9-dihydro-7H-1,3-dioxolo[4,5-h][2,3]benzodiazepine
CN(C)C=O
dimethylformamide
[Cl-].[K+]
potassium chloride
N#CBr
cyanogen bromide
CC1Cc2cc3c(cc2C(c2ccc([N+](=O)[O-])cc2)=NN1C#N)OCO3
title compound
Yield 95.0%
CC1Cc2cc3c(cc2C(c2ccc([N+](=O)[O-])cc2)=NN1C#N)OCO3
(±)-8-Methyl-5-(4-nitrophenyl)-8,9-dihydro-7H-1,3-dioxolo[4,5-h][2,3]benzodiazepine-7-carbonitrile
Yield 95.0%

Solvents

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    Filtrationthe precipitated crystals were filtered off
  2. 2
    Washwashed with water

Procedure

A mixture of 3.25 g (10 mmol) of (±)-8-methyl-5-(4-nitrophenyl)-8,9-dihydro-7H-1,3-dioxolo[4,5-h][2,3]benzodiazepine, 20 ml of dimethylformamide, 2.76 g (20 mmol) of potassium chloride and 1.80 g (17 mmol) of cyanogen bromide was stirred at room temperature for 20 h. After pouring into water, the precipitated crystals were filtered off, and washed with water to yield 3.34 g (95%) of the title compound, Mp.: 172-176° C.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US06858605B2uspto-grants-2005_02