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

HRID 1579014Notes

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 1 but substituting 5.2 g. (0.026 mole) of 1-(o-chlorophenyl)piperazine in part (c) 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-17ff0f1273b4497e8f847b7536004b66
Source dataset: uspto-grants-1976_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US03940397

Reaction notes

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