Benzenesulfonamide → HCID 15341382, compound

HRID 1940583Notes

Reaction equation

HRID 1940583 reaction equation
[O:1]1[C:6]2[CH:7]=[CH:8][C:9]([C:11]3[C:12]4[O:33][C:32]5[CH:34]=[CH:35][CH:36]=[CH:37][C:31]=5[C:13]=4[N:14]([CH2:21][C:22]4[CH:27]=[CH:26][C:25]5[O:28][CH2:29][O:30][C:24]=5[CH:23]=4)[C:15](=[O:20])[C:16]=3[C:17](O)=[O:18])=[CH:10][C:5]=2[O:4][CH2:3][CH2:2]1.CN(C1C=CC=CN=1)C.S(Cl)(Cl)=O.[C:51]1([S:57]([NH2:60])(=[O:59])=[O:58])[CH:56]=[CH:55][CH:54]=[CH:53][CH:52]=1>N1C=CC=CC=1>[O:1]1[C:6]2[CH:7]=[CH:8][C:9]([C:11]3[C:12]4[O:33][C:32]5[CH:34]=[CH:35][CH:36]=[CH:37][C:31]=5[C:13]=4[N:14]([CH2:21][C:22]4[CH:27]=[CH:26][C:25]5[O:28][CH2:29][O:30][C:24]=5[CH:23]=4)[C:15](=[O:20])[C:16]=3[C:17]([NH:60][S:57]([C:51]3[CH:56]=[CH:55][CH:54]=[CH:53][CH:52]=3)(=[O:59])=[O:58])=[O:18])=[CH:10][C:5]=2[O:4][CH2:3][CH2:2]1

Participants

6

Reactant 4

HCID 7370BenzenesulfonamideHCID 218852-DimethylaminopyridineHCID 24386Thionyl ChlorideHCID 21462926HCID 21462926, compound

Product 1

HCID 15341382HCID 15341382, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A solution of 4.85 g of 4-(1,4-benzodioxan-6-yl)-1,2-dihydro-1-(3,4-methylenedioxybenzyl)-2-oxobenzofuro-[3,2-b]pyridine-3-carboxylic acid and 0.2 g of dimethylaminopyridine in 50 ml of pyridine is treated with 5 ml of thionyl chloride and 1.57 g of phenylsulfonamide. The mixture is stirred for 10 hours and worked up in the customary manner, and 4-(1,4-benzodioxan-6-yl)-1,2-dihydro-1-(3,4-methylenedioxybenzyl)-2-oxo-3-(phenylsulfonamidocarbonyl)benzofuro[3,2-b]pyridine is obtained.

Sources & evidence

ORD record
ord-e42c0096f64f48a89a9332c607a364b7
Source dataset
uspto-grants-1997_12
Patent number
US05700807

Reaction notes

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