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

HRID 1678886Notes

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-3a2d27b6810a4f7b8a4aff8a58006e26
Source dataset: uspto-grants-1978_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04077958

Reaction notes

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