Hydrochloric Acid → 2-nitro-5-piperazin-1-yl-benzoic Acid

HRID 2195692Notes

Reaction equation

HRID 2195692 reaction equation
[N+:1]([C:4]1[CH:12]=[CH:11][C:10](Cl)=[CH:9][C:5]=1[C:6]([OH:8])=[O:7])([O-:3])=[O:2].[NH:14]1[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]1.Cl>O>[N+:1]([C:4]1[CH:12]=[CH:11][C:10]([N:14]2[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]2)=[CH:9][C:5]=1[C:6]([OH:8])=[O:7])([O-:3])=[O:2]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 4837PiperazineHCID 172865-Chloro-2-nitrobenzoic acid

Product 1

HCID 105626872-nitro-5-piperazin-1-yl-benzoic AcidYield 99.5%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To the suspension of 50 g 2-nitro-5-chlorobenzoic acid in 750 ml water, 86 g of piperazine is added and the reaction mixture is heated at reflux temperature for 20 hours. The mixture is then neutralized with conc. hydrochloric acid and the precipitated crystalline material is filtered off and dried to obtain 62 g title compound (MH+: 252)

Workup

  1. additionis added
  2. temperaturethe reaction mixture is heated
  3. temperatureat reflux temperature for 20 hours
  4. filtrationthe precipitated crystalline material is filtered off
  5. customdried

Sources & evidence

ORD record
ord-849456b97daf4633bb5ea947dff32749
Source dataset
uspto-grants-2012_12
Patent number
US08338411B2

Reaction notes

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