Ammonia → 8-fluoro-5,6-dihydro-5-methyl-6-oxo-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carboxamide

HRID 867521Notes

Reaction equation

HRID 867521 reaction equation
[F:1][C:2]1[CH:3]=[CH:4][C:5]2[N:11]3[CH:12]=[N:13][C:14]([C:15]([N:17]4C=CN=C4)=[O:16])=[C:10]3[CH2:9][N:8]([CH3:22])[C:7](=[O:23])[C:6]=2[CH:24]=1.N.O>CN(C)C=O>[F:1][C:2]1[CH:3]=[CH:4][C:5]2[N:11]3[CH:12]=[N:13][C:14]([C:15]([NH2:17])=[O:16])=[C:10]3[CH2:9][N:8]([CH3:22])[C:7](=[O:23])[C:6]=2[CH:24]=1

Participants

5

Reactant 3

HCID 222AmmoniaHCID 962WaterHCID 139871131-[(8-fluoro-5,6-dihydro-5-methyl-6-oxo-4H-imidazo[1,5-a][1,4]benzodiazepin-3-yl)carbonyl]imidazole

Product 1

HCID 212899368-fluoro-5,6-dihydro-5-methyl-6-oxo-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carboxamide

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

15 g (46.1 mmol) of 1-[[8-fluoro-5,6-dihydro-5-methyl-6-oxo-4H-imidazo[1,5-a][1,4]benzodiazepin-3-yl]carbonyl]imidazole are suspended in 75 ml of N,N-dimethylformamide, whereupon the suspension is treated with 7.8 ml (102 mmol) of a 25 percent aqueous ammonia solution, the mixture is stirred at room temperature for 0.75 hour and then poured into 300 ml of water. The product is filtered off under suction after 1 hour, rinsed with water and dried at 85° in a vacuum drying oven. There is obtained 8-fluoro-5,6-dihydro-5-methyl-6-oxo-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carboxamide of melting point 272°-273°.

Workup

  1. filtrationThe product is filtered off under suction after 1 hour
  2. washrinsed with water
  3. customdried at 85° in a vacuum
  4. customdrying oven

Sources & evidence

ORD record
ord-f32bd06794934b7d86f01201e25fea3b
Source dataset
uspto-grants-1988_10
Patent number
US04775671

Reaction notes

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