Ethanol → 1-(Benzothiophen-2-yl)piperazine

Reaction equation

Cl[C:2]1[S:3][C:4]2[CH:10]=[CH:9][CH:8]=[CH:7][C:5]=2[N:6]=1.[NH:11]1[CH2:16][CH2:15]N[CH2:13][CH2:12]1.[CH2:17](O)C>>[S:3]1[C:2]([N:6]2[CH2:15][CH2:16][NH:11][CH2:12][CH2:13]2)=[CH:17][C:5]2[CH:7]=[CH:8][CH:9]=[CH:10][C:4]1=2

Participants

Reactant 3

HCID 702Ethanol

HCID 4837Piperazine

HCID 119872-Chlorobenzothiazole

Product 1

HCID 190649741-(Benzothiophen-2-yl)piperazine

Procedure

2-Chlorobenzothiazole (5g) is heated in ethanol (75 ml) with piperazine (3.05 g) for 20 h. The mixture is partitioned between methylene chloride/ether and aqueous sodium bicarbonate. The organic phase is separated, dried with sodium sulfate and concentrated to give the title compound.

Workup

customThe mixture is partitioned between methylene chloride/ether and aqueous sodium bicarbonate
customThe organic phase is separated
dry with materialdried with sodium sulfate
concentrationconcentrated

Sources & evidence

ORD record: ord-01a54de70b2747ec98513522ed549c3c
Source dataset: uspto-grants-1992_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05120843

Reaction notes

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