Water → HCID 13987114, compound

HRID 867523Notes

Reaction equation

HRID 867523 reaction equation
[Cl:1][C:2]1[C:7]2[C:8](=[O:20])[N:9]([CH3:19])[CH2:10][C:11]3[N:12]([CH:13]=[N:14][C:15]=3[C:16]([OH:18])=O)[C:6]=2[CH:5]=[CH:4][CH:3]=1.O>CN(C)C=O>[Cl:1][C:2]1[C:7]2[C:8](=[O:20])[N:9]([CH3:19])[CH2:10][C:11]3[N:12]([CH:13]=[N:14][C:15]=3[C:16]([N:12]3[CH:11]=[CH:15][N:14]=[CH:13]3)=[O:18])[C:6]=2[CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 962WaterHCID 145904217-chloro-5-methyl-6-oxo-5,6-dihydro-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carboxylic acid

Product 1

HCID 13987114HCID 13987114, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

7.3 g (25 mmol) of 7-chloro-5,6-dihydro-5-methyl-6-oxo-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carboxylic acid are suspended in 50 ml of N,N-dimethylformamide, whereupon the suspension is treated with 5.67 g (34 mmol) of 1,1'-carbonyldiimazole and the mixture is stirred at room temperature for a further 0.75 hour and subsequently at 60° for 2 hours. The mixture is then poured into 100 ml of water, the product is filtered off under suction after 1 hour, rinsed with water and dried at 80° in a high vacuum. There is obtained 1-[[7-chloro-5,6-dihydro-5-methyl-6-oxo-4H-imidazo[1,5-a][1,4]benzodiazepin-3-yl]carbonyl]imidazole of decomposition point 242°-244°.

Workup

  1. additionis treated with 5.67 g (34 mmol) of 1,1'-carbonyldiimazole and the mixture
  2. filtrationthe product is filtered off under suction after 1 hour
  3. washrinsed with water
  4. customdried at 80° in a high vacuum

Sources & evidence

ORD record
ord-2b7aa7415ae84662aeb720b7294e7652
Source dataset
uspto-grants-1988_10
Patent number
US04775671

Reaction notes

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