Cyclohexene → 2-AMino-5-(4-Methyl-1-piperazinyl)benzoic Acid

HRID 1985668Notes

Reaction equation

HRID 1985668 reaction equation
[N+:1]([C:4]1[CH:12]=[CH:11][C:10]([N:13]2[CH2:18][CH2:17][N:16]([CH3:19])[CH2:15][CH2:14]2)=[CH:9][C:5]=1[C:6]([OH:8])=[O:7])([O-])=O.C1CCCCC=1>C(O)C.[Pd]>[NH2:1][C:4]1[CH:12]=[CH:11][C:10]([N:13]2[CH2:18][CH2:17][N:16]([CH3:19])[CH2:15][CH2:14]2)=[CH:9][C:5]=1[C:6]([OH:8])=[O:7]

Participants

5

Reactant 2

HCID 8079CyclohexeneHCID 28400013HCID 28400013, compound

Product 1

HCID 509890072-AMino-5-(4-Methyl-1-piperazinyl)benzoic AcidYield 43.8%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

The mixture of 9 g of 2-nitro-5-(4-methylpiperazino)benzoic acid, 20 mL of cyclohexene and 3.5 g of Pd/C (10%) is heated under reflux conditions in 120 mL of ethanol for 6 hours. The hot reaction mixture is filtered through celite filter. The filtrate is evaporated to obtain 3.5 g of the title compound. m.p.: 212° C.

Workup

  1. filtrationThe hot reaction mixture is filtered through celite filter
  2. customThe filtrate is evaporated

Sources & evidence

ORD record
ord-41e77538269b4de59a413bd4bd36acd4
Source dataset
uspto-grants-2009_06
Patent number
US07547696B2

Reaction notes

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