5-(2-Chlorophenyl)-4-(4-chlorophenyl)-2-hydrazinylpyridine → 6-(2-chlorophenyl)-7-(4-chlorophenyl)-[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one

HRID 2266336Notes

Reaction equation

HRID 2266336 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[C:9]([C:16]2[CH:21]=[CH:20][C:19]([Cl:22])=[CH:18][CH:17]=2)=[CH:10][C:11]([NH:14][NH2:15])=[N:12][CH:13]=1.ClC1C=CC=CC=1C1C(C2C=CC(Cl)=CC=2)=CC2N([C:36](=[O:39])NN=2)N=1>>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[C:9]([C:16]2[CH:21]=[CH:20][C:19]([Cl:22])=[CH:18][CH:17]=2)=[CH:10][C:11]2[N:12]([C:36](=[O:39])[NH:15][N:14]=2)[CH:13]=1

Participants

3

Reactant 2

HCID 577993875-(2-Chlorophenyl)-4-(4-chlorophenyl)-2-hydrazinylpyridineHCID 596416776-(2-chlorophenyl)-7-(4-chlorophenyl)-[1,2,4]triazolo[4,3-b]pyridazin-3(2H)-one

Product 1

HCID 577994146-(2-chlorophenyl)-7-(4-chlorophenyl)-[1,2,4]triazolo[4,3-a]pyridin-3(2H)-oneYield 88%

Procedure

The title compound (190 mg, 88% yield) as a yellow foam was prepared from 5-(2-chlorophenyl)-4-(4-chlorophenyl)-2-hydrazinylpyridine (200 mg, 0.61 mmol) in a manner analogous to that in which 6-(2-chlorophenyl)-7-(4-chlorophenyl)-[1,2,4]triazolo[4,3-b]pyridazin-3(2H)-one (Example 1G) was prepared. HPLC/MS: retention time=3.83 min, [M+H]+=356.1.

Workup

  1. customwas prepared

Sources & evidence

ORD record
ord-16be320cfe6541339808cfc8f132f377
Source dataset
uspto-grants-2010_12
Patent number
US07858639B2

Reaction notes

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