Acetic Acid → 2'-Chloro-2-(1-methoxyethylideneamino) benzophenone

HRID 2082697Notes

Reaction equation

HRID 2082697 reaction equation
[NH2:1][C:2]1[CH:16]=[CH:15][CH:14]=[CH:13][C:3]=1[C:4]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[Cl:12])=[O:5].[C:17]([O-])([O-])([O:19][CH3:20])[CH3:18].C(O)(=O)C>C1C=CC=CC=1>[Cl:12][C:7]1[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=1[C:4](=[O:5])[C:3]1[CH:13]=[CH:14][CH:15]=[CH:16][C:2]=1[N:1]=[C:17]([O:19][CH3:20])[CH3:18]

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 761652-Amino-2'-chlorobenzophenoneHCID 536300401-Methoxyethane-1,1-diolate

Product 1

HCID 541381442'-Chloro-2-(1-methoxyethylideneamino) benzophenone

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

A solution of 20 parts of 2-amino-2'-chlorobenzophenone, 15 parts of methyl orthoacetate, 12 volume parts of acetic acid in 250 parts of benzene is refluxed for 5 hours. The mixture is washed with saturated aqueous sodium bicarbonate solution and water, and then dried over sodium sulfate. Evaporation of the solvent gives 2'-chloro-2-(1-methoxyethylideneamino) benzophenone as an oily substance in almost quantitative yield.

Workup

  1. washThe mixture is washed with saturated aqueous sodium bicarbonate solution and water
  2. dry with materialdried over sodium sulfate
  3. customEvaporation of the solvent

Sources & evidence

ORD record
ord-cf934f441ffa472bbb0b39d725c9c7c0
Source dataset
uspto-grants-1978_04
Patent number
US04082764

Reaction notes

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