4-Trifluoromethylnicotinoyl chloride → ethyl N-(4-trifluoromethyl-nicotinoyl)-2-chlorobenzimidate

HRID 2232452Notes

Reaction equation

HRID 2232452 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[C:20]([C:21](Cl)=[O:22])=[CH:19][N:18]=[CH:17][CH:16]=1>>[F:24][C:14]([F:13])([F:25])[C:15]1[C:20]([C:21]([N:8]=[C:4]([O:5][CH2:6][CH3:7])[C:3]2[CH:9]=[CH:10][CH:11]=[CH:12][C:2]=2[Cl:1])=[O:22])=[CH:19][N:18]=[CH:17][CH:16]=1

Participants

3

Reactant 2

HCID 117904654-Trifluoromethylnicotinoyl chlorideHCID 13092607Ethyl 2-chlorobenzimidate

Product 1

HCID 21283736ethyl N-(4-trifluoromethyl-nicotinoyl)-2-chlorobenzimidate

Procedure

starting from ethyl o-chlorobenzimidate and 4-trifluoromethyl-nicotinoyl chloride there is obtained ethyl N-(4-trifluoromethyl-nicotinoyl)-2-chlorobenzimidate and therefrom with methylhydrazine there is obtained 3-(o-chlorophenyl)-1-methyl-5-(4-trifluoromethyl-3-pyridyl)-1H-1,2,4-triazole, 1H-NMR(CDCl3): 3.85 (s, N-CH3), 7.6-8.1 (5 aromatic H), 8.9-9.2 (2 aromatic H); mass spectrum: 338 (100), 319 (5), 166 (94), 138 (95);

Sources & evidence

ORD record
ord-2101eefffada49e7b64f0037a4dcda9b
Source dataset
uspto-grants-1988_11
Patent number
US04788210

Reaction notes

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