3-Chlorobenzenesulphonyl chloride → HCID 66924617, compound

HRID 554264Notes

Reaction equation

HRID 554264 reaction equation
[CH3:1][C:2]1[NH:3][C:4]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[CH:5][C:6]=1[C:7]([O:9][CH2:10][CH3:11])=[O:8].[H-].[Na+].[Cl:20][C:21]1[CH:22]=[C:23]([S:27](Cl)(=[O:29])=[O:28])[CH:24]=[CH:25][CH:26]=1>>[Cl:20][C:21]1[CH:22]=[C:23]([S:27]([N:3]2[C:4]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)=[CH:5][C:6]([C:7]([O:9][CH2:10][CH3:11])=[O:8])=[C:2]2[CH3:1])(=[O:29])=[O:28])[CH:24]=[CH:25][CH:26]=1

Participants

4

Reactant 3

HCID 179093-Chlorobenzenesulphonyl chlorideHCID 24758Sodium hydrideHCID 12258777Ethyl 2-methyl-5-phenyl-1H-pyrrole-3-carboxylate

Product 1

HCID 66924617HCID 66924617, compoundYield 49.3%

Procedure

Using ethyl 2-methyl-5-phenyl-1H-pyrrole-3-carboxylate (1.53 g), sodium hydride (60% in oil, 303 mg) and 3-chlorobenzenesulfonyl chloride (848 mg), a procedure as in Reference Example 41 was performed to give the title compound as a brown oil (yield 800 mg, 30%).

Sources & evidence

ORD record
ord-2eccb6185ae540b081c9b44777a9db78
Source dataset
uspto-grants-2011_11
Patent number
US08048909B2

Reaction notes

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