1-Phenylpiperazine → 1-(2-Chlorophenyl)piperazine

HRID 436011Notes

Reaction equation

C1(N2CCNCC2)C=CC=CC=1.[Cl:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[N:20]1[CH2:25][CH2:24][N:23](CCN2C(=O)C3C=CC=C4C=3C(=CC=C4)C2=O)[CH2:22][CH2:21]1>>[Cl:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[N:20]1[CH2:25][CH2:24][NH:23][CH2:22][CH2:21]1

Participants

Reactant 2

HCID 70961-Phenylpiperazine

HCID 20364513HCID 20364513, compound

Product 1

HCID 4156281-(2-Chlorophenyl)piperazine

Procedure

Following the procedure of example 88(a) but substituting 5.2 g. (0.026 mole) of 1-(o-chlorophenyl)piperazine for the N-phenylpiperazine, one obtains the hydrochloride salt of 2-[2-[4-(2-chlorophenyl)-1-piperazinyl]ethyl]-1H-benz[de]isoquinoline-1,3(2H)-dione. This salt is neutralized with aqueous sodium hydroxide and extracted with chloroform. The chloroform solution is dried (Na2SO4), concentrated to 200 ml. and allowed to stand open to the air. The product slowly crystallizes and is removed by filtration. Drying at 50° (60 mm.) overnight yields 4 g. of 2-[2-[4-(2-chlorophenyl)-1-piperazinyl]ethyl]-1H-benz[de]isoquinoline-1,3(2H)-dione; m.p. 213°-214°.

Sources & evidence

ORD record: ord-b5d3d0e2a0c34bff92a609c7c9071f12
Source dataset: uspto-grants-1977_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04007191

Reaction notes

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