Piperazine, 1-(3-chloropropyl)-4-phenyl- → methyl 3-oxo-[3-(4-phenylpiperazin-1-yl)propyl]-3,4-dihydro-2H-1,5-benzoxathiepine-4-carboxylate

HRID 580076Notes

Reaction equation

HRID 580076 reaction equation
[O:1]=[C:2]1[CH:8]([C:9]([O:11][CH3:12])=[O:10])[S:7][C:6]2[CH:13]=[CH:14][CH:15]=[CH:16][C:5]=2[O:4][CH2:3]1.[C:17]1([N:23]2[CH2:28][CH2:27][N:26]([CH2:29][CH2:30][CH2:31]Cl)[CH2:25][CH2:24]2)[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>>[O:1]=[C:2]1[CH:8]([C:9]([O:11][CH3:12])=[O:10])[S:7][C:6]2[CH:13]=[CH:14][CH:15]=[CH:16][C:5]=2[O:4][CH:3]1[CH2:31][CH2:30][CH2:29][N:26]1[CH2:27][CH2:28][N:23]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH2:24][CH2:25]1

Participants

3

Reactant 2

HCID 139197Piperazine, 1-(3-chloropropyl)-4-phenyl-HCID 13803747HCID 13803747, compound

Product 1

HCID 19434348methyl 3-oxo-[3-(4-phenylpiperazin-1-yl)propyl]-3,4-dihydro-2H-1,5-benzoxathiepine-4-carboxylate

Procedure

By the same procedure as described in Example 1, methyl 3-oxo-3,4-dihydro-2H-1,5-benzoxathiepin-4-carboxylate as obtained in Reference Example 24 is allowed to undergo condensation with 3-(4-phenylpiperazin-1-yl)propyl chloride, and methyl 3-oxo-[3-(4-phenylpiperazin-1-yl)propyl]-3,4-dihydro-2H-1,5-benzoxathiepin-4-carboxylate is isolated as the hydrochloride salt. Recrystallization from methanol produces white crystals, m.p. of 176°-178° C.

Workup

  1. customas obtained in Reference Example 24

Sources & evidence

ORD record
ord-a8e57776bcef4b1fb1c9bfce5c19e76a
Source dataset
uspto-grants-1988_06
Patent number
US04751316

Reaction notes

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