Dimethylamine → HCID 53799959, compound
Reaction equation
[Cl:1][C:2]1[CH:25]=[CH:24][CH:23]=[CH:22][C:3]=1[C:4]([C:6]1[CH:11]=[C:10]([Cl:12])[CH:9]=[CH:8][C:7]=1[NH:13][N:14]=[C:15]([NH2:21])[C:16]([O:18]CC)=O)=[O:5].[CH3:26][NH:27][CH3:28]>>[Cl:1][C:2]1[CH:25]=[CH:24][CH:23]=[CH:22][C:3]=1[C:4]([C:6]1[CH:11]=[C:10]([Cl:12])[CH:9]=[CH:8][C:7]=1[NH:13][N:14]=[C:15]([NH2:21])[C:16](=[O:18])[N:27]([CH3:28])[CH3:26])=[O:5]Participants
Procedure
The original compound (II) can be prepared by ammonolysis, aminolysis, or by ester exchange from, for example, 1-[2-(2-chlorobenzoyl)-4-chlorophenyl]-2-(1-amino-1-ethoxycarbonylmethylene)hydrazine (IIa) [Japanese Patent Kokai 101396/1974]. For example, IIa is reacted with dimethylamine to give 1-[2-(2-chlorobenzoyl)-4-chlorophenyl]-2-(1-amino-1-dimethylcarbamoylmethylene)hydrazine (IIb): ##STR20## Still, another original compound (II), in particular 1-(2-benzoyl-4-chlorophenyl)-2-(1-amino-1-dimethylcarbamoyllmethylene)hydrazine (IIc) is prepared as follows: ##STR21## Thus, the compound (IIc) is prepared by reacting a diazonium salt of 2-amino-5-chlorobenzophenone with the compound (XIV), brominating the resulting compound (XI) and treating with aqueous ammonia; or reacting a diazonium salt of 2-amino-5-chlorobenzophenone with the compound (XV) and treating the resulting product (XIII) with aqueous ammonia.
Sources & evidence
- ORD record
- ord-1503eab11d174137a572b6a805634a52
- Source dataset
- uspto-grants-1979_06
- Patent number
- US04159374
Reaction notes
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