4-[(4-nitrophenyl)amino]-4-oxobutanoic acid → 4-(4-aminoanilino)-4-oxobutanoic acid

HRID 1833304Notes

Reaction equation

HRID 1833304 reaction equation
[N+:1]([C:4]1[CH:17]=[CH:16][C:7]([NH:8][C:9](=[O:15])[CH2:10][CH2:11][C:12]([OH:14])=[O:13])=[CH:6][CH:5]=1)([O-])=O>C(O)C.[Pd]>[NH2:1][C:4]1[CH:5]=[CH:6][C:7]([NH:8][C:9](=[O:15])[CH2:10][CH2:11][C:12]([OH:14])=[O:13])=[CH:16][CH:17]=1

Participants

4

Reactant 1

HCID 27699804-[(4-nitrophenyl)amino]-4-oxobutanoic acid

Product 1

HCID 2235204-(4-aminoanilino)-4-oxobutanoic acid

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

p-Nitrosuccinanilic acid, prepared according to J. Am. Chem. Soc., 67, 1220 was reduced catalytically in ethanol with 5% palladium on carbon catalyst to give p-aminosuccinanilic acid. m.p. = 180°-181° C.

Sources & evidence

ORD record
ord-62ff472b28b145649a3212e35b0e0948
Source dataset
uspto-grants-1978_01
Patent number
US04066457

Reaction notes

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