2-[3-Methyl-5-(4-nitrophenyl)-4H-1,2,4-triazol-4-yl]benzoic acid → 2-[3-(4-Aminophenyl)-5-methyl-4H-1,2,4-triazol-4-yl]benzoic acid

HRID 722208Notes

Reaction equation

HRID 722208 reaction equation
[CH3:1][C:2]1[N:6]([C:7]2[CH:15]=[CH:14][CH:13]=[CH:12][C:8]=2[C:9]([OH:11])=[O:10])[C:5]([C:16]2[CH:21]=[CH:20][C:19]([N+:22]([O-])=O)=[CH:18][CH:17]=2)=[N:4][N:3]=1>O1CCCC1.[Pd]>[NH2:22][C:19]1[CH:18]=[CH:17][C:16]([C:5]2[N:6]([C:7]3[CH:15]=[CH:14][CH:13]=[CH:12][C:8]=3[C:9]([OH:11])=[O:10])[C:2]([CH3:1])=[N:3][N:4]=2)=[CH:21][CH:20]=1

Participants

4

Reactant 1

HCID 218838712-[3-Methyl-5-(4-nitrophenyl)-4H-1,2,4-triazol-4-yl]benzoic acid

Product 1

HCID 218838912-[3-(4-Aminophenyl)-5-methyl-4H-1,2,4-triazol-4-yl]benzoic acid

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

was prepared by hydrogenating 270 mg of 2-[3-methyl-5-(4-nitrophenyl)-[1,2,4]triazol-4-yl]benzoic acid in the presence of Pd/C in tetrahydrofuran and purified by column chromatography (silica gel, solvent: 95:5 dichloromethane:methanol).

Workup

  1. custompurified by column chromatography (silica gel, solvent: 95:5 dichloromethane:methanol)

Sources & evidence

ORD record
ord-b495dac1305d4104b8ac2d22b55df57e
Source dataset
uspto-grants-2006_11
Patent number
US07138414B2

Reaction notes

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