3,4-Dichloroaniline → 1-(3,4-Dichlorophenyl)piperazine

HRID 1639069Notes

Reaction equation

HRID 1639069 reaction equation
Cl.Cl[CH2:3][CH2:4][NH:5][CH2:6][CH2:7]Cl.[Cl:9][C:10]1[CH:11]=[C:12]([CH:14]=[CH:15][C:16]=1[Cl:17])[NH2:13].C(=O)([O-])[O-].[K+].[K+]>C(O)CCC>[Cl:9][C:10]1[CH:11]=[C:12]([N:13]2[CH2:7][CH2:6][NH:5][CH2:4][CH2:3]2)[CH:14]=[CH:15][C:16]=1[Cl:17]

Participants

5

Reactant 3

HCID 72573,4-DichloroanilineHCID 11430Potassium CarbonateHCID 522769Bis(2-chloroethyl)amine hydrochloride

Product 1

HCID 936011-(3,4-Dichlorophenyl)piperazineYield 28%

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

This compound was prepared according to the procedure of Preparation 1. A mixture of 44.6 g (0.25 mole) of bis(2-chloroethyl)amine hydrochloride, 40.5 g (0.25 mole) of 3,4-dichloroaniline and 50.0 g (0.36 mole) of potassium carbonate in a total volume of 500 ml of n-butanol gave an oil as residue. Trituration of the oil with petroleum ether (30°-60° C.) gave 16.0 g (28%) of white solid, m.p. 62°-65° C.

Workup

  1. customThis compound was prepared
  2. customaccording to the procedure of Preparation 1
  3. customgave an oil as residue

Sources & evidence

ORD record
ord-04e5193ad44a454c976cdfd30622ab16
Source dataset
uspto-grants-1989_11
Patent number
US04882330

Reaction notes

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