HCID 53923744, compound → HCID 53810755, compound

HRID 342550Notes

Reaction equation

HRID 342550 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[N:10]1[CH2:15][CH2:14][N:13]([CH:16]=[O:17])[CH2:12][CH2:11]1)([O-])=O>[Pd].C(O)C>[NH2:1][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[N:10]1[CH2:11][CH2:12][N:13]([CH:16]=[O:17])[CH2:14][CH2:15]1

Participants

4

Reactant 1

HCID 53923744HCID 53923744, compound

Product 1

HCID 53810755HCID 53810755, compoundYield 92.8%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Conditions

Temperature
25 °C

Procedure

A mixture of the 4-(2-nitrophenyl)piperazine-1-carbaldehyde (3.57 g, 15.2 mmol), obtained as in the proceeding paragraph, 10% palladium on carbon and ethanol (50 mL) was stirred approximately 12 hours at 25° C. under a hydrogen atmosphere (15 psi). The reaction mixture then was filtered and concentrated to give 4-(2-aminophenyl)piperazine-1-carbaldehyde (2.91 g, 14.1 mmol), m.p. 129°-133° C.

Workup

  1. filtrationThe reaction mixture then was filtered
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-4319c727595e495d9eb5363a76d12416
Source dataset
uspto-grants-1999_01
Patent number
US05859014

Reaction notes

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