2-Diethylamino-4-methylamino-5-nitro-benzoic acid methyl ester → 5-Amino-2-diethylamino-4-methylamino-benzoic acid methyl ester

HRID 410793Notes

Reaction equation

HRID 410793 reaction equation
[CH3:1][O:2][C:3](=[O:20])[C:4]1[CH:9]=[C:8]([N+:10]([O-])=O)[C:7]([NH:13][CH3:14])=[CH:6][C:5]=1[N:15]([CH2:18][CH3:19])[CH2:16][CH3:17]>[Pd]>[CH3:1][O:2][C:3](=[O:20])[C:4]1[CH:9]=[C:8]([NH2:10])[C:7]([NH:13][CH3:14])=[CH:6][C:5]=1[N:15]([CH2:16][CH3:17])[CH2:18][CH3:19]

Participants

3

Reactant 1

HCID 673332942-Diethylamino-4-methylamino-5-nitro-benzoic acid methyl ester

Product 1

HCID 673331485-Amino-2-diethylamino-4-methylamino-benzoic acid methyl esterYield 94.7%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

5-Amino-2-diethylamino-4-methylamino-benzoic acid methyl ester (1.015 g) was prepared by following General Procedure B starting from 2-diethylamino-4-methylamino-5-nitro-benzoic acid methyl ester (1.2 g) and Pd/C (10% by weight, 120 mg). The crude product was used in the next step without further purification.

Workup

  1. customThe crude product was used in the next step without further purification

Sources & evidence

ORD record
ord-81cb3ae7de1243119d98e156d43280b1
Source dataset
uspto-grants-2014_06
Patent number
US08759535B2

Reaction notes

Loading…