1-Phenylpiperazine → HCID 70433650, compound

HRID 652440Notes

Reaction equation

[Cl:1][CH2:2][CH2:3][CH2:4][C@@H:5]1[S:11][C:10]2[CH:12]=[C:13]([O:16][CH3:17])[CH:14]=[CH:15][C:9]=2[O:8][CH2:7][C@H:6]1[OH:18].[C:19]1([N:25]2[CH2:30][CH2:29][NH:28][CH2:27][CH2:26]2)[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>>[ClH:1].[ClH:1].[CH3:17][O:16][C:13]1[CH:14]=[CH:15][C:9]2[O:8][CH2:7][C@@H:6]([OH:18])[C@H:5]([CH2:4][CH2:3][CH2:2][N:28]3[CH2:29][CH2:30][N:25]([C:19]4[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=4)[CH2:26][CH2:27]3)[S:11][C:10]=2[CH:12]=1

Participants

Reactant 2

HCID 70961-Phenylpiperazine

HCID 70418823HCID 70418823, compound

Product 1

HCID 70433650HCID 70433650, compound

Conditions

Temperature: 90 °C

Procedure

A mixture of trans-4-(3-chloropropyl)-7-methoxy-3,4-dihydro-2H-1,5-benzoxathiepin-3-ol(0.1 g) and N-phenylpiperazine (0.2 g) is stirred at 90° C. for 2 hours. The reaction mixture is purified by silica gel column chromatography eluting with n-hexane-ethyl acetate methanol (10:10:1) and treated, with ethanolic hydrogen chloride to give trans-7-methoxy-4-[3-(4-phenylpiperazine-1-yl)propyl]-3,4-dihydro-2H-1,5-benzoxathiepin-3-ol dihydrochloride as an amorphous powder.

Workup

customThe reaction mixture is purified by silica gel column chromatography
washeluting with n-hexane-ethyl acetate methanol (10:10:1)
additiontreated, with ethanolic hydrogen chloride

Sources & evidence

ORD record: ord-c9d1e670fab54df1963477620ac9b56d
Source dataset: uspto-grants-1987_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04672064

Reaction notes

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