(E)-2-phenylethene-1-sulfonyl chloride → HCID 22901518, compound

HRID 2271025Notes

Reaction equation

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

Participants

Reactant 2

HCID 5369377(E)-2-phenylethene-1-sulfonyl chloride

HCID 86587512HCID 86587512, compound

Product 1

HCID 22901518HCID 22901518, compoundYield 66.1%

Procedure

(2R)-4-Methanesulfonyl-N-(2-tetrahydropyranyloxy)-2-piperazinecarboxamide (266 mg) and trans-β-styrenesulfonyl chloride (210 mg) were used to give 271 mg of (2R)-4-methanesulfonyl-1-(2-phenyl-2-trans-ethenylsulfonyl)-N-(2-tetrahydropyranyloxy)-2-piperazinecarboxamide as amorphous powder in substantially the same manner as in Example 4.

Sources & evidence

ORD record: ord-3209b2b457a5460fa234d1d263e6ca92
Source dataset: uspto-grants-2001_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06333324B1

Reaction notes

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