Acetic Anhydride → HCID 21562650, compound

HRID 1580656Notes

Reaction equation

HRID 1580656 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:11]3[C:12]([CH3:15])=[CH:13][N:14]=C3C[N+:8]([O-])=[C:7]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=3Cl)[C:6]=2[CH:24]=1.[C:25]([O:28][C:29](=[O:31])[CH3:30])(=[O:27])[CH3:26]>C(O)(=O)C>[C:25]([OH:28])(=[O:27])[CH3:26].[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:11]3[C:12]([CH3:15])=[CH:13][N:14]=[C:30]3[CH:29]([OH:31])[N:8]=[C:7]([C:17]3[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=3)[C:6]=2[CH:24]=1

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 21562509HCID 21562509, compound

Product 1

HCID 21562650HCID 21562650, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A stirred mixture of 1.0 g of 8-chloro-1-methyl-6-phenyl-4H-imidazo[1,2-a][1,4]benzodiazepine-5-oxide (III), 5 ml. of acetic anhydride and 3 ml. of acetic acid is warmed on the steam bath, under nitrogen, for 30 minutes and concentrated in vacuo. The residue is suspended in water, neutralized with sodium carbonate and extracted with methylene chloride. The extract is dried, concentrated and 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 acetate.

Workup

  1. concentrationconcentrated in vacuo
  2. extractionextracted with methylene chloride
  3. customThe extract is dried
  4. concentrationconcentrated
  5. customchromatographed on silica gel eluting with ethyl acetate

Sources & evidence

ORD record
ord-c4a814059385454eb321f6e1e8b3dd88
Source dataset
uspto-grants-1976_01
Patent number
US03933794

Reaction notes

Loading…