Hydrazine → 4,5-Diamino-o-anisic acid

HRID 1381978Notes

Reaction equation

HRID 1381978 reaction equation
[OH-].[Na+].[CH3:3][O:4][C:5]1[CH:13]=[C:12]([NH2:14])[C:11]([N+:15]([O-])=O)=[CH:10][C:6]=1[C:7]([O-:9])=[O:8].[Na+].NN>[Ni]>[CH3:3][O:4][C:5]1[CH:13]=[C:12]([NH2:14])[C:11]([NH2:15])=[CH:10][C:6]=1[C:7]([OH:9])=[O:8]

Participants

5

Reactant 3

HCID 9321HydrazineHCID 14798Sodium HydroxideHCID 21275767Sodium 2-methoxy-4-amino-5-nitrobenzoate

Product 1

HCID 1010174,5-Diamino-o-anisic acid

Reagents, catalysts & solvents 1

HCID 935NickelCatalyst

Procedure

reacting methyl-2-methoxy-4-acetylamino 5-nitrobenzoate with sodium hydroxide and then reducing the resulting sodium 2-methoxy-4-amino-5-nitrobenzoate intermediate with hydrazine in the presence of Raney nickel at ambient pressure to form a 2-methoxy-4,5-diaminobenzoic acid intermediate;

Sources & evidence

ORD record
ord-f1dd7f8f20be49548acecb85b6832d48
Source dataset
uspto-grants-1989_02
Patent number
US04804765

Reaction notes

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