Water → HCID 22273264, compound

HRID 1064357Notes

Reaction equation

HRID 1064357 reaction equation
[Cl:1][C:2]1[C:8](Cl)=[CH:7][C:5]([NH2:6])=[C:4]([N+:10]([O-:12])=[O:11])[CH:3]=1.[NH:13]1[CH2:18][CH2:17][NH:16][CH2:15][CH2:14]1.C(=O)([O-])[O-].[Na+].[Na+].O>C1(O)CCCCC1>[Cl:1][C:2]1[C:8]([N:13]2[CH2:18][CH2:17][NH:16][CH2:15][CH2:14]2)=[CH:7][C:5]([NH2:6])=[C:4]([N+:10]([O-:12])=[O:11])[CH:3]=1

Participants

6

Reactant 4

HCID 962WaterHCID 4837PiperazineHCID 10340Sodium CarbonateHCID 811494,5-Dichloro-2-nitroaniline

Product 1

HCID 22273264HCID 22273264, compoundYield 84.9%

Reagents, catalysts & solvents 1

HCID 7966CyclohexanolSolvent

Conditions

Temperature
150 °C

Procedure

Into a solution of 20.02 g of 4,5-dichloro-2-nitroaniline and 8.70 g of piperazine in 100 ml of cyclohexanol, 12.80 g of sodium carbonate was added and stirred at 150° C. for 14 hours. Cooling the reaction liquid to room temperature, water was added and the system was extracted with chloroform. The chloroform layer was dried on anhydrous magnesium sulfate and the solvent was distilled off. Thus obtained residue was washed with diisopropyl ether to provide 21.07 g of 4-chloro-2-nitro-5-(piperazin-1-yl) aniline as a yellow powder.

Workup

  1. temperatureCooling
  2. customthe reaction liquid to room temperature
  3. extractionthe system was extracted with chloroform
  4. dry with materialThe chloroform layer was dried on anhydrous magnesium sulfate
  5. distillationthe solvent was distilled off
  6. washThus obtained residue was washed with diisopropyl ether

Sources & evidence

ORD record
ord-bc7791d27df84f43bfad8bc268e4517b
Source dataset
uspto-grants-2005_11
Patent number
US06969712B2

Reaction notes

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