Benzenesulfonyl chloride → Ethyl 2-methyl-1-(phenylsulfonyl)-1H-pyrrole-3-carboxylate

HRID 554259Notes

Reaction equation

[CH3:1][C:2]1[NH:3][CH:4]=[CH:5][C:6]=1[C:7]([O:9][CH2:10][CH3:11])=[O:8].[H-].[Na+].[C:14]1([S:20](Cl)(=[O:22])=[O:21])[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1>>[CH3:1][C:2]1[N:3]([S:20]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)(=[O:22])=[O:21])[CH:4]=[CH:5][C:6]=1[C:7]([O:9][CH2:10][CH3:11])=[O:8]

Participants

Reactant 3

HCID 7369Benzenesulfonyl chloride

HCID 24758Sodium hydride

HCID 136747Ethyl 2-methyl-3-pyrrolecarboxylate

Product 1

HCID 53237932Ethyl 2-methyl-1-(phenylsulfonyl)-1H-pyrrole-3-carboxylate

Procedure

By a similar operation as in Reference Example 41 and using ethyl 2-methyl-1H-pyrrole-3-carboxylate (8.81 g), sodium hydride (60% in oil, 2.58 g) and benzenesulfonyl chloride (7.8 mL), the title compound was obtained as white crystals (yield 14.3 g, 85%).

Sources & evidence

ORD record: ord-648cc3e04bf846dcaf0da43c81655b07
Source dataset: uspto-grants-2011_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08048909B2

Reaction notes

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