Dimethylamine → N,N-dimethyl-6-phenyl-8-chloro-4H-s-triazolo[4,3-a][1,4]benzodiazepine-1-carboxamide

HRID 1605027Notes

Reaction equation

HRID 1605027 reaction equation
[CH3:1][NH:2][CH3:3].CO[C:6]([C:8]1[N:12]2[C:13]3[CH:27]=[CH:26][C:25]([Cl:28])=[CH:24][C:14]=3[C:15]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)=[N:16][CH2:17][C:11]2=[N:10][N:9]=1)=[O:7]>O1CCOCC1.CO>[CH3:1][N:2]([CH3:3])[C:6]([C:8]1[N:12]2[C:13]3[CH:27]=[CH:26][C:25]([Cl:28])=[CH:24][C:14]=3[C:15]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)=[N:16][CH2:17][C:11]2=[N:10][N:9]=1)=[O:7]

Participants

5

Reactant 2

HCID 674DimethylamineHCID 12390882HCID 12390882, compound

Product 1

HCID 21486010N,N-dimethyl-6-phenyl-8-chloro-4H-s-triazolo[4,3-a][1,4]benzodiazepine-1-carboxamide

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 312751,4-DioxaneSolvent

Procedure

10 ml of a 20% solution of dimethylamine in dioxane is added at 25° to a solution of 0.705 g (0.002 mole) of 6-phenyl-8-chloro-4H-s-triazolo[4,3-a][1,4]benzodiazepine-1-carboxylic acid methyl ester in 10 ml of methanol. After 24 hours, the reaction mixture is concentrated by evaporation, and the residue crystallised from ethyl acetate/petroleum ether to obtain N,N-dimethyl-6-phenyl-8-chloro-4H-s-triazolo[4,3-a][1,4]benzodiazepine-1-carboxamide, M.P. 180°-181°.

Workup

  1. concentrationthe reaction mixture is concentrated by evaporation
  2. customthe residue crystallised from ethyl acetate/petroleum ether

Sources & evidence

ORD record
ord-3ed51ca54e5e4dea8d43283b50921453
Source dataset
uspto-grants-1976_04
Patent number
US03948931

Reaction notes

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