4-Cyanobenzoic acid → 4-(aminomethyl)-N-(2-amino-4-trifluoromethylphenyl)benzamide

HRID 1509995Notes

Reaction equation

HRID 1509995 reaction equation
[C:1]([C:3]1[CH:11]=[CH:10][C:6]([C:7]([OH:9])=O)=[CH:5][CH:4]=1)#[N:2].[F:12][C:13]([F:23])([F:22])[C:14]1[CH:19]=[CH:18][C:17]([NH2:20])=[C:16]([NH2:21])[CH:15]=1>>[NH2:2][CH2:1][C:3]1[CH:4]=[CH:5][C:6]([C:7]([NH:20][C:17]2[CH:18]=[CH:19][C:14]([C:13]([F:12])([F:22])[F:23])=[CH:15][C:16]=2[NH2:21])=[O:9])=[CH:10][CH:11]=1

Participants

3

Reactant 2

HCID 120874-Cyanobenzoic acidHCID 5208224-Trifluoromethyl-1,2-phenylenediamine

Product 1

HCID 595905434-(aminomethyl)-N-(2-amino-4-trifluoromethylphenyl)benzamideYield 63%

Procedure

The title compound (195 mg, 63% yield) was prepared as a grey solid from 4-cyano-benzoic acid (294 mg, 2 mmol) and 4-trifluoromethyl-o-phenylenediamine (422 mg, 2.4 mmol) by an analogous procedure to that described in example 8. LC-MS (m/z) 310 (M+1).

Sources & evidence

ORD record
ord-7b5f520783d740e9a619d2f5b7a53337
Source dataset
uspto-grants-2012_07
Patent number
US08211901B2

Reaction notes

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