Hexachloroethane → 5-Chloro-1-(2-chloro-phenyl)-1H-[1,2,4]triazole

HRID 1629092Notes

Reaction equation

[Cl:1][C:2]1[N:6]([C:7]2[CH:12]=[CH:11][C:10](F)=[CH:9][C:8]=2F)[N:5]=[CH:4][N:3]=1.[Cl:15]C1C=CC=CC=1N1C=NC=N1.C([Li])CCC.ClC(Cl)(Cl)C(Cl)(Cl)Cl>>[Cl:1][C:2]1[N:6]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=2[Cl:15])[N:5]=[CH:4][N:3]=1

Participants

Reactant 4

HCID 6214Hexachloroethane

HCID 231628721-(2-chloro-phenyl)-1H-[1,2,4]triazole

HCID 582049865-chloro-1-(2,4-difluoro-phenyl)-1H-[1,2,4]triazole

HCID 178418339Butyllithium

Product 1

HCID 582044415-Chloro-1-(2-chloro-phenyl)-1H-[1,2,4]triazole

Procedure

Following the procedure for 5-chloro-1-(2,4-difluoro-phenyl)-1H-[1,2,4]triazole, 1-(2-chloro-phenyl)-1H-[1,2,4]triazole was reacted with n-butyllithium and hexachloroethane to give 5-Chloro-1-(2-chloro-phenyl)-1H-[1,2,4]triazole as a white solid. 1H NMR δ (ppm)(CDCl3): 8.05 (1 H, s), 7.61-7.58 (1 H, m), 7.55-7.48 (1 H, m), 7.46-7.43 (2 H, m).

Sources & evidence

ORD record: ord-669f4ca1a8fb4266ba4835a7c11ba3da
Source dataset: uspto-grants-2014_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08785626B2

Reaction notes

Loading…