Ammonia → HCID 20515321, compound

HRID 67387Notes

Reaction equation

HRID 67387 reaction equation
[CH3:1][N:2]1[C:8](=[O:9])[C:7]2[CH:10]=[CH:11][CH:12]=[CH:13][C:6]=2[N:5]2[CH:14]=[N:15][C:16]([C:17]([O:19]CC)=O)=[C:4]2[CH2:3]1.[Cl-].[NH4+:23].N>CO>[CH3:1][N:2]1[C:8](=[O:9])[C:7]2[CH:10]=[CH:11][CH:12]=[CH:13][C:6]=2[N:5]2[CH:14]=[N:15][C:16]([C:17]([NH2:23])=[O:19])=[C:4]2[CH2:3]1

Participants

5

Reactant 3

HCID 222AmmoniaHCID 25517Ammonium ChlorideHCID 127597Ro 14-7437

Product 1

HCID 20515321HCID 20515321, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
120 °C

Procedure

A mixture of 10.0 g of ethyl 5,6-dihydro-5-methyl-6-oxo-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carboxylate, 200 ml of methanol, 0.5 g of ammonium chloride and 30 g of ammonia (100%) is stirred in an autoclave under nitrogen (40 bar) at a temperature of 120° C. for 12 hours. After cooling and discharging the over-pressure, the mixture is evaporated to dryness. After partition of the residue between methylene chloride and water, the organic phase is dried and evaporated. The residue is recrystallised from ethyl acetate, there being obtained 5,6-dihydro-5-methyl-6-oxo-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carboxamide in the form of white crystals of melting point 274°-275° C.

Workup

  1. temperatureAfter cooling
  2. customthe mixture is evaporated to dryness
  3. customAfter partition of the residue between methylene chloride and water
  4. customthe organic phase is dried
  5. customevaporated
  6. customThe residue is recrystallised from ethyl acetate, there

Sources & evidence

ORD record
ord-ae087ee030cd4e31b09681d7385dee99
Source dataset
uspto-grants-1982_08
Patent number
US04346031

Reaction notes

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