Trifluoromethanesulfonyl chloride → HCID 86598624, compound

HRID 1817142Notes

Reaction equation

[F:1][C:2]([F:8])([F:7])[S:3](Cl)(=[O:5])=[O:4].[CH3:9][O:10][C:11]1[CH:55]=[C:54]([O:56][CH3:57])[CH:53]=[C:52]([O:58][CH3:59])[C:12]=1/[CH:13]=[CH:14]/[CH:15]([S:25]([CH:28](/[CH:38]=[CH:39]/[C:40]1[C:45]([O:46][CH3:47])=[CH:44][C:43]([O:48][CH3:49])=[CH:42][C:41]=1[O:50][CH3:51])[C:29]1[CH:34]=[CH:33][C:32]([O:35][CH3:36])=[C:31]([NH2:37])[CH:30]=1)(=[O:27])=[O:26])[C:16]1[CH:21]=[CH:20][C:19]([O:22][CH3:23])=[C:18]([NH2:24])[CH:17]=1>>[CH3:59][O:58][C:52]1[CH:53]=[C:54]([O:56][CH3:57])[CH:55]=[C:11]([O:10][CH3:9])[C:12]=1/[CH:13]=[CH:14]/[CH:15]([S:25]([CH:28](/[CH:38]=[CH:39]/[C:40]1[C:41]([O:50][CH3:51])=[CH:42][C:43]([O:48][CH3:49])=[CH:44][C:45]=1[O:46][CH3:47])[C:29]1[CH:34]=[CH:33][C:32]([O:35][CH3:36])=[C:31]([NH:37][S:3]([C:2]([F:8])([F:7])[F:1])(=[O:5])=[O:4])[CH:30]=1)(=[O:27])=[O:26])[C:16]1[CH:21]=[CH:20][C:19]([O:22][CH3:23])=[C:18]([NH:24][S:3]([C:2]([F:8])([F:7])[F:1])(=[O:5])=[O:4])[CH:17]=1

Participants

Reactant 2

HCID 79000Trifluoromethanesulfonyl chloride

HCID 67401517HCID 67401517, compound

Product 1

HCID 86598624HCID 86598624, compoundYield 59.9%

Procedure

A solution of trifluoromethanesulfonyl chloride (10 mmol) and (E)-2,4,6-trimethoxystyryl-3-amino-4-methoxybenzylsulfone (10 mmol) was reacted according to General Method A. The product obtained was purified by column chromatography to give the desired product in 59.9% yield. (m.p. 144-46° C.)

Workup

customThe product obtained
customwas purified by column chromatography

Sources & evidence

ORD record: ord-05d4437f244a46d9aa7cd1063777daf1
Source dataset: uspto-grants-2009_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07598232B2

Reaction notes

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