Acetic Acid → Ethyl (1E)-N-(2-benzoyl-4-chlorophenyl)ethanimidate

HRID 2082692Notes

Reaction equation

HRID 2082692 reaction equation
[NH2:1][C:2]1[CH:15]=[CH:14][C:13]([Cl:16])=[CH:12][C:3]=1[C:4]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)=[O:5].[C:17]([O-])([O-])([O:19][CH2:20][CH3:21])[CH3:18].C(O)(=O)C>C1C=CC=CC=1>[Cl:16][C:13]1[CH:14]=[CH:15][C:2]([N:1]=[C:17]([O:19][CH2:20][CH3:21])[CH3:18])=[C:3]([CH:12]=1)[C:4]([C:6]1[CH:7]=[CH:8][CH:9]=[CH:10][CH:11]=1)=[O:5]

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 128702-Amino-5-chlorobenzophenoneHCID 86598186Ethyl ortho-acetate

Product 1

HCID 12463100Ethyl (1E)-N-(2-benzoyl-4-chlorophenyl)ethanimidate

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

A solution of 11.5 parts of 2-amino-5-chlorobenzophenone, 11.5 parts of ethyl orthoacetate and 6 volume parts of acetic acid in 100 volume parts of benzene is refluxed for 20 minutes, whereby 5-chloro-2-(1-ethoxyethylideneamino)-benzophenone are obtained as crystals. Recrystallization from methanol-water gives colorless needles melting at 62° to 63° C. Yield: 93%.

Sources & evidence

ORD record
ord-9c8b00dbaf1a4b97b76b8291601a88d2
Source dataset
uspto-grants-1978_04
Patent number
US04082764

Reaction notes

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