Pyridine → 3-[4-(4-Methylbenzenesulfonamido)benzenesulfonyl]acrylonitrile

HRID 267579Notes

Reaction equation

HRID 267579 reaction equation
[C:1]1([CH3:11])[CH:6]=[CH:5][C:4]([S:7](Cl)(=[O:9])=[O:8])=[CH:3][CH:2]=1.[NH2:12][C:13]1[CH:18]=[CH:17][C:16]([S:19]([CH:22]=[CH:23][C:24]#[N:25])(=[O:21])=[O:20])=[CH:15][CH:14]=1.N1C=CC=CC=1>>[CH3:11][C:1]1[CH:6]=[CH:5][C:4]([S:7]([NH:12][C:13]2[CH:14]=[CH:15][C:16]([S:19]([CH:22]=[CH:23][C:24]#[N:25])(=[O:21])=[O:20])=[CH:17][CH:18]=2)(=[O:9])=[O:8])=[CH:3][CH:2]=1

Participants

4

Reactant 3

HCID 1049PyridineHCID 73974-Toluenesulfonyl chlorideHCID 545613262-Cyanovinyl 4-aminophenyl sulfone

Product 1

HCID 539822083-[4-(4-Methylbenzenesulfonamido)benzenesulfonyl]acrylonitrile

Procedure

4.9 grams (0.025 mol) of para-toluenesulfonyl chloride, and 4.5 g (0.025 mol) of 3-(4-aminobenzenesulfonyl) acrylonitrile in chlorofrom are reacted for 48 hours at room temperature in the presence of 2.2 ml (0.027 mol) of pyridine, and the reaction mixture is worked up as in Example 1. The product, recrystallized from ethanol, and having a melting point of 172°-175° C, is 3-[4-(4-methylbenzenesulfonamido)benzenesulfonyl]acrylonitrile: ##SPC13##

Workup

  1. customThe product, recrystallized from ethanol

Sources & evidence

ORD record
ord-a06c04a0157848999a2a96839b1d9233
Source dataset
uspto-grants-1976_03
Patent number
US03943154

Reaction notes

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