2-Amino-5-chloro-3-nitrobenzamide → 2,3-Diamino-5-chlorobenzamide

HRID 2366455Notes

Reaction equation

HRID 2366455 reaction equation
[NH2:1][C:2]1[C:10]([N+:11]([O-])=O)=[CH:9][C:8]([Cl:14])=[CH:7][C:3]=1[C:4]([NH2:6])=[O:5]>C1COCC1.C(O)C.[Ni].O>[NH2:1][C:2]1[C:10]([NH2:11])=[CH:9][C:8]([Cl:14])=[CH:7][C:3]=1[C:4]([NH2:6])=[O:5]

Participants

6

Reactant 1

HCID 251933202-Amino-5-chloro-3-nitrobenzamide

Product 1

HCID 251933212,3-Diamino-5-chlorobenzamide

Reagents, catalysts & solvents 4

HCID 935NickelCatalystHCID 702EthanolSolventHCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a solution of EXAMPLE 44A (4 g) in THF (500 mL) and ethanol (500 mL) was added 50% Raney nickel in water (2 g). The reaction mixture was stirred under hydrogen (balloon) for 6 hours and filtered.

Workup

  1. filtrationfiltered

Sources & evidence

ORD record
ord-0d45ae8eefc6486a976425809e38690b
Source dataset
uspto-grants-2014_04
Patent number
US08697736B2

Reaction notes

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