9-Bromo-[1,2,4]triazolo[1,5-c]quinazolin-5(6H)-one → 4-Chloro-2-(5-phenyl-2H-[1,2,4]triazol-3-yl)-phenylamine

HRID 1786106Notes

Reaction equation

HRID 1786106 reaction equation
[Cl:1][C:2]1[CH:11]=[CH:10][C:9]2[NH:8]C(=O)[N:6]3[N:13]=[C:14]([C:16]4[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=4)[N:15]=[C:5]3[C:4]=2[CH:3]=1.BrC1C=CC2NC(=O)N3N=CN=C3C=2C=1>>[Cl:1][C:2]1[CH:11]=[CH:10][C:9]([NH2:8])=[C:4]([C:5]2[NH:6][N:13]=[C:14]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[N:15]=2)[CH:3]=1

Participants

3

Reactant 2

HCID 1357668559-Bromo-[1,2,4]triazolo[1,5-c]quinazolin-5(6H)-oneHCID 1357782789-Chloro-2-phenyl[1,2,4]triazolo[1,5-c]quinazolin-5(3H)-one

Product 1

HCID 140318674-Chloro-2-(5-phenyl-2H-[1,2,4]triazol-3-yl)-phenylamineYield 92.3%

Procedure

As described for example 21c) 9-chloro-2-phenyl-6H-[1,2,4]triazolo[1,5-c]quinazolin-5-one (6.34 g, 21.4 mmol), instead of 9-bromo-6H-[1,2,4]triazolo[1,5-c]quinazolin-5-one, was converted to the title compound (5.35 g, 92%) which was obtained as a light brown solid. MS: m/e=271.0 [M+H]+.

Sources & evidence

ORD record
ord-5fb367e94c204c03a78477838c1bb55b
Source dataset
uspto-grants-2009_03
Patent number
US07507728B2

Reaction notes

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