2'-[2-(1-Methyl-2-piperidyl)ethyl]-4-nitrobenzanilide → 4-Amino-2'-[2-(1-methyl-2-piperidyl)-ethyl]benzanilide

HRID 1579350Notes

Reaction equation

HRID 1579350 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][CH2:5][CH2:4][CH:3]1[CH2:8][CH2:9][C:10]1[CH:27]=[CH:26][CH:25]=[CH:24][C:11]=1[NH:12][C:13](=[O:23])[C:14]1[CH:19]=[CH:18][C:17]([N+:20]([O-])=O)=[CH:16][CH:15]=1>[Pd].C(O)C>[NH2:20][C:17]1[CH:16]=[CH:15][C:14]([C:13]([NH:12][C:11]2[CH:24]=[CH:25][CH:26]=[CH:27][C:10]=2[CH2:9][CH2:8][CH:3]2[CH2:4][CH2:5][CH2:6][CH2:7][N:2]2[CH3:1])=[O:23])=[CH:19][CH:18]=1

Participants

4

Reactant 1

HCID 205600862'-[2-(1-Methyl-2-piperidyl)ethyl]-4-nitrobenzanilide

Product 1

HCID 205600184-Amino-2'-[2-(1-methyl-2-piperidyl)-ethyl]benzanilide

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

Reduction of 2'-[2-(1-methyl-2-piperidyl)ethyl]-4-nitrobenzanilide (6.5 g., 0.018 mole) in 100 ml. of ethanol employing 2 g. of palladium on carbon catalyst (10%) according to Example 2a affords 4amino-2'-[2-(1-methyl-2-piperidyl)-ethyl]benzanilide. Crystallization of the product from acetonitrile provides the analytically pure substance, m.p. 147°-148.5°C. (corr.).

Sources & evidence

ORD record
ord-c6d8cb1d3e9845948a8dce242f0143fe
Source dataset
uspto-grants-1976_01
Patent number
US03931195

Reaction notes

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