Ammonia → HCID 54253073, compound

HRID 1389415Notes

Reaction equation

HRID 1389415 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:11]=[C:10]([C:12]([N+:16]([O-])=O)=[N:13][O:14][CH3:15])[CH2:9][N:8]=[C:7]([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=3[F:25])[C:6]=2[CH:26]=1.N>CO>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:11]=[C:10]([C:12](=[N:13][O:14][CH3:15])[NH2:16])[CH2:9][N:8]=[C:7]([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=3[F:25])[C:6]=2[CH:26]=1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 54384993HCID 54384993, compound

Product 1

HCID 54253073HCID 54253073, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 1.5 g (0.004 mole) of 7-chloro-5-(2-fluorophenyl)-N-methoxy-α-nitro-3H-1,4-benzodiazepine-2-methanimine and 20 ml of methanol containing 20% (v/v) of ammonia was allowed to sit at room temperature for 41/2 hours. After partial evaporation the residue was partitioned between methylene chloride and saturated aqueous sodium bicarbonate solution. The methylene chloride layer was dried and evaporated. The residue was passed over neutral alumina using ether. Crystallization of the combined eluates from ether/hexane gave end product as colorless crystals with mp 120°-124° C.

Workup

  1. customto sit at room temperature for 41
  2. custom2 hours
  3. customAfter partial evaporation the residue
  4. customwas partitioned between methylene chloride and saturated aqueous sodium bicarbonate solution
  5. dry with materialThe methylene chloride layer was dried
  6. customevaporated
  7. customCrystallization of the combined eluates from ether/hexane
  8. customgave end product as colorless crystals with mp 120°-124° C.

Sources & evidence

ORD record
ord-264f54b5012a441789f6aeb0f64c52a2
Source dataset
uspto-grants-1981_01
Patent number
US04244867

Reaction notes

Loading…