Ethanol → HCID 21562651, compound

HRID 1580658Notes

Reaction equation

HRID 1580658 reaction equation
C(O)(=O)C.[Cl:5][C:6]1[CH:7]=[CH:8][C:9]2[N:15]3[C:16]([CH3:19])=[CH:17][N:18]=[C:14]3[CH:13]([OH:20])[N:12]=[C:11]([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=3Cl)[C:10]=2[CH:28]=1.C(O)C.[OH-].[Na+]>O>[Cl:5][C:6]1[CH:7]=[CH:8][C:9]2[N:15]3[C:16]([CH3:19])=[CH:17][N:18]=[C:14]3[CH:13]([OH:20])[N:12]=[C:11]([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)[C:10]=2[CH:28]=1

Participants

5

Reactant 3

HCID 702EthanolHCID 14798Sodium HydroxideHCID 21562480HCID 21562480, compound

Product 1

HCID 21562651HCID 21562651, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A stirred suspension of 294 mg. of 8-chloro-4-hydroxy-1-methyl-6-phenyl-4H-imidazo[1,2-a][1,4]benzodiazepine acetate (1b) in 25 ml. of absolute ethanol under nitrogen is stirred for about 3 hours at room temperature (about 25° C.) with 2.2 ml. of 0.5N aqueous sodium hydroxide, poured into water and extracted with methylene chloride. The extract was dried and concentrated and the residue chromatographed on silica gel, eluting with ethyl acetate to yield 8-chloro-4-hydroxy-1-methyl-6-phenyl-4H-imidazo[1,2-a][1,4]benzodiazepine.

Workup

  1. additionA stirred suspension of 294 mg
  2. extractionextracted with methylene chloride
  3. customThe extract was dried
  4. concentrationconcentrated
  5. customthe residue chromatographed on silica gel
  6. washeluting with ethyl acetate

Sources & evidence

ORD record
ord-fbfd90f5b5574f6399c6eccae3b199b2
Source dataset
uspto-grants-1976_01
Patent number
US03933794

Reaction notes

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