Benzenesulfonyl chloride → HCID 66924705, compound

HRID 554267Notes

Reaction equation

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

Participants

Reactant 3

HCID 7369Benzenesulfonyl chloride

HCID 24758Sodium hydride

HCID 291174ethyl 2,4-dimethyl-5-phenyl-1h-pyrrole-3-carboxylate

Product 1

HCID 66924705HCID 66924705, compoundYield 37%

Procedure

Using ethyl 2,4-dimethyl-5-phenyl-1H-pyrrole-3-carboxylate (3.0 g), sodium hydride (60% in oil, 596 mg) and benzenesulfonyl chloride (1.92 mL), a procedure as in Reference Example 4 was performed to give the title compound as a brown oil (yield 506 mg, 37%).

Sources & evidence

ORD record: ord-fdac72124bb242c7be3cbd28e5ae1940
Source dataset: uspto-grants-2011_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08048909B2

Reaction notes

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