2-(Trifluoromethyl)benzoyl chloride → ethyl N-(o-trifluoromethyl-benzoyl)-o-chlorobenzimidate

HRID 2232447Notes

Reaction equation

HRID 2232447 reaction equation
[Cl:1][C:2]1[CH:12]=[CH:11][CH:10]=[CH:9][C:3]=1[C:4](=[NH:8])[O:5][CH2:6][CH3:7].[F:13][C:14]([F:25])([F:24])[C:15]1[CH:23]=[CH:22][CH:21]=[CH:20][C:16]=1[C:17](Cl)=[O:18]>>[F:13][C:14]([F:24])([F:25])[C:15]1[CH:23]=[CH:22][CH:21]=[CH:20][C:16]=1[C:17]([N:8]=[C:4]([O:5][CH2:6][CH3:7])[C:3]1[CH:9]=[CH:10][CH:11]=[CH:12][C:2]=1[Cl:1])=[O:18]

Participants

3

Reactant 2

HCID 675612-(Trifluoromethyl)benzoyl chlorideHCID 13092607Ethyl 2-chlorobenzimidate

Product 1

HCID 21283773ethyl N-(o-trifluoromethyl-benzoyl)-o-chlorobenzimidate

Procedure

starting from ethyl o-chlorobenzimidate and o-trifluoromethyl-benzoyl chloride there is obtained ethyl N-(o-trifluoromethyl-benzoyl)-o-chlorobenzimidate, m.p. 64°-65° C., and therefrom with 2,2,2-trifluoroethylhydrazine there is obtained 3-(o-chlorophenyl)-1-(2,2,2-trifluoroethyl)-5-(o-trifluoromethyl-phenyl)-1H-1,2,4-triazole, 1H-NMR(CDCl3): 4.62 (q, CH2CF3), 7.3-8.1 (8 aromatic H);

Sources & evidence

ORD record
ord-0b6c07335dba4d62aa7a18edc516fa93
Source dataset
uspto-grants-1988_11
Patent number
US04788210

Reaction notes

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