Benzenesulfonyl chloride → HCID 66924673, compound

HRID 554272Notes

Reaction equation

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

Participants

Reactant 3

HCID 7369Benzenesulfonyl chloride

HCID 24758Sodium hydride

HCID 12808304Ethyl 4-chloro-2-methyl-5-phenyl-1H-pyrrole-3-carboxylate

Product 1

HCID 66924673HCID 66924673, compoundYield 78.3%

Procedure

Using ethyl 4-chloro-2-methyl-5-phenyl-1H-pyrrole-3-carboxylate (509 mg), sodium hydride (60% in oil, 139 mg) and benzenesulfonyl chloride (511 mg), a procedure as in Reference Example 4 was performed to give the title compound as a pale-yellow oil (yield 610 mg, 78%).

Sources & evidence

ORD record: ord-223106ebc3f347c3ada31b9e78263ce3
Source dataset: uspto-grants-2011_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08048909B2

Reaction notes

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