Sulfanilamide → 4-(2-Methyl-5-m-tolyl-pyrrol-1-yl)-benzenesulfonamide

HRID 18645

Reaction equation

HRID 18645 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][CH:9]=1)[CH:5]=O.[CH3:10][C:11](=O)[CH:12]=[CH2:13].[NH2:15][S:16]([C:19]1[CH:24]=[CH:23][C:22]([NH2:25])=[CH:21][CH:20]=1)(=[O:18])=[O:17]>>[CH3:10][C:11]1[N:25]([C:22]2[CH:23]=[CH:24][C:19]([S:16]([NH2:15])(=[O:17])=[O:18])=[CH:20][CH:21]=2)[C:5]([C:4]2[CH:3]=[C:2]([CH3:1])[CH:9]=[CH:8][CH:7]=2)=[CH:13][CH:12]=1

Participants

4

Reactant 3

HCID 5333SulfanilamideHCID 6570Methyl vinyl ketoneHCID 121053-Methylbenzaldehyde

Product 1

HCID 684842594-(2-Methyl-5-m-tolyl-pyrrol-1-yl)-benzenesulfonamide

Procedure

Meta-methylbenzaldehyde and but-3-en-2-one were treated according to the procedure outlined in General Procedure C followed by subjecting the resulting product to conditions outlined in General Procedure D along with p-aminosulfonyl phenylamine to obtain the titled compound. 1H NMR (CDCl3) δ ppm 2.15 (3H), 2.05 (3H), 4.90 (2H), 6.10 (1H), 6.30 (1H), 6.89-7.90 (8H); MS (ESI) m/z 327 (M+H).

Sources & evidence

ORD record
ord-5c2fa4e2b03541a59abf59fc72cb1df7
Source dataset
uspto-grants-2010_06
Patent number
US07741364B2

Linked notes

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