O-Phenylenediamine → 3-(aminomethyl)-N-(2-aminophenyl)benzamide

HRID 1509996Notes

Reaction equation

HRID 1509996 reaction equation
[C:1]([C:3]1[CH:4]=[C:5]([CH:9]=[CH:10][CH:11]=1)[C:6]([OH:8])=O)#[N:2].[C:12]1([NH2:19])[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[NH2:18]>>[NH2:2][CH2:1][C:3]1[CH:4]=[C:5]([CH:9]=[CH:10][CH:11]=1)[C:6]([NH:18][C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=1[NH2:19])=[O:8]

Participants

3

Reactant 2

HCID 7243O-PhenylenediamineHCID 158753-Cyanobenzoic acid

Product 1

HCID 595905533-(aminomethyl)-N-(2-aminophenyl)benzamideYield 58%

Procedure

The title compound (140 mg, 58% yield) was prepared as a grey solid from 3-cyano-benzoic acid (294 mg, 2 mmol) and o-phenylenediamine (432 mg, 4 mmol) by an analogous procedure to that described in example 8. LC-MS (m/z) 242 (M+1).

Sources & evidence

ORD record
ord-3f89adb50753470e9e841cc32739b418
Source dataset
uspto-grants-2012_07
Patent number
US08211901B2

Reaction notes

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