Benzenesulfonyl chloride → HCID 66924920, compound

HRID 554261Notes

Reaction equation

[Br:1][C:2]1[NH:6][CH:5]=[C:4]([C:7]([O:9][CH3:10])=[O:8])[C:3]=1[CH:11]([CH3:13])[CH3:12].[H-].[Na+].[C:16]1([S:22](Cl)(=[O:24])=[O:23])[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>>[Br:1][C:2]1[N:6]([S:22]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)(=[O:24])=[O:23])[CH:5]=[C:4]([C:7]([O:9][CH3:10])=[O:8])[C:3]=1[CH:11]([CH3:13])[CH3:12]

Participants

Reactant 3

HCID 7369Benzenesulfonyl chloride

HCID 24758Sodium hydride

HCID 66924684HCID 66924684, compound

Product 1

HCID 66924920HCID 66924920, compoundYield 93%

Procedure

Using methyl 5-bromo-4-isopropyl-1H-pyrrole-3-carboxylate (3.29 g), sodium hydride (60% in oil, 708 mg), and benzenesulfonyl chloride (2.60 g), a procedure as in Reference Example 41 was performed to give the title compound as a pale-yellow oil (yield 4.8 g, 93%).

Sources & evidence

ORD record: ord-8742c9a5adc54b12b25b2c863c76da2b
Source dataset: uspto-grants-2011_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08048909B2

Reaction notes

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