Acetic Anhydride → HCID 19865781, compound

HRID 2296066Notes

Reaction equation

HRID 2296066 reaction equation
[C:1]1([C:7]2[C:13]3[CH:14]=[C:15]([Cl:18])[CH:16]=[CH:17][C:12]=3[N:11]3[C:19]([CH2:22][OH:23])=[N:20][N:21]=[C:10]3[CH2:9][N:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:24](OC(=O)C)(=[O:26])[CH3:25]>N1C=CC=CC=1>[C:24]([O:23][CH2:22][C:19]1[N:11]2[C:12]3[CH:17]=[CH:16][C:15]([Cl:18])=[CH:14][C:13]=3[C:7]([C:1]3[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=3)=[N:8][CH2:9][C:10]2=[N:21][N:20]=1)(=[O:26])[CH3:25]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 162244alpha-Hydroxyalprazolam

Product 1

HCID 19865781HCID 19865781, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

An amount of 7.0 g of 6-phenyl-8-chloro-4H-s-triazolo[4,3-a][1,4]benzodiazepine-1-methanol is dissolved in 50 ml of absolute pyridine; to the solution are added 2.4 ml of acetic anhydride, and the whole is then allowed to stand for 17 hours at 25°. The reaction mixture is afterwards concentrated in vacuo. The residue is dissolved in methylene chloride, and the solution washed with water and saturated sodium chloride solution, dried over sodium sulphate, and concentrated by evaporation. After crystallisation of the residue from ethyl/acetate is obtained 1-(acetoxymethyl)-6-phenyl-8-chloro-4H-s-triazolo[4,3-a][1,4]benzodiazepine, M.P. 210°-212°.

Workup

  1. concentrationThe reaction mixture is afterwards concentrated in vacuo
  2. dissolutionThe residue is dissolved in methylene chloride
  3. washthe solution washed with water and saturated sodium chloride solution
  4. dry with materialdried over sodium sulphate
  5. concentrationconcentrated by evaporation
  6. customAfter crystallisation of the residue from ethyl/acetate

Sources & evidence

ORD record
ord-67f27e8dd35e4dd0bf26e78a15e2a79b
Source dataset
uspto-grants-1984_01
Patent number
US04427590

Reaction notes

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