Ammonia → HCID 86760092, compound

HRID 1826696Notes

Reaction equation

HRID 1826696 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([C:11]2[C:17]3[CH:18]=[C:19]4[O:24][CH2:23][O:22][C:20]4=[CH:21][C:16]=3[CH2:15][C:14]([C:25](O)=[O:26])=[N:13][N:12]=2)[CH:5]=[CH:6][C:7]=1[N+:8]([O-:10])=[O:9].[N-:28]1C=CN=C1.N.O>ClCCl>[CH3:1][C:2]1[CH:3]=[C:4]([C:11]2[C:17]3[CH:18]=[C:19]4[O:24][CH2:23][O:22][C:20]4=[CH:21][C:16]=3[CH2:15][C:14]([C:25]([NH2:28])=[O:26])=[N:13][N:12]=2)[CH:5]=[CH:6][C:7]=1[N+:8]([O-:10])=[O:9]

Participants

5

Reactant 3

HCID 222AmmoniaHCID 962WaterHCID 86760091HCID 86760091, compound

Product 1

HCID 86760092HCID 86760092, compoundYield 85%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

4.17 g (10.0 millimoles) of 5-(3-methyl-4-nitro-phenyl)-9H-1,3-dioxolo[4,5-h][2,3]benzodiazepine-8-carboxylic acid-imidazolide are suspended in a mixture of 85 ml dichloro methane and 15 ml of a 15% aqueous methanolic ammonia solution. The reaction mixture is sealed and stirred at room temperature for 6 hours. The mixture is cooled with icecold water. The precipitated product is filtered and washed with 20 ml of diethyl ether. Thus 3.11 g of the desired compound are obtained, yield 85%, mp.: 266–268° C.

Workup

  1. customThe reaction mixture is sealed
  2. filtrationThe precipitated product is filtered
  3. washwashed with 20 ml of diethyl ether

Sources & evidence

ORD record
ord-5e8e9cf875e94fa3a3867db52ebdbc9c
Source dataset
uspto-grants-2006_05
Patent number
US07053082B1

Reaction notes

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