Pyridine → 3-[4-(2,4,6-TRI-ISOPROPYLBENZENESULFONAMIDO)BENZENESULFONYL]acrylonitrile

HRID 267584Notes

Reaction equation

HRID 267584 reaction equation
[CH:1]([C:4]1[CH:9]=[C:8]([CH:10]([CH3:12])[CH3:11])[CH:7]=[C:6]([CH:13]([CH3:15])[CH3:14])[C:5]=1[S:16](Cl)(=[O:18])=[O:17])([CH3:3])[CH3:2].[NH2:20][C:21]1[CH:26]=[CH:25][C:24]([S:27]([CH:30]=[CH:31][C:32]#[N:33])(=[O:29])=[O:28])=[CH:23][CH:22]=1.N1C=CC=CC=1>O1CCOCC1>[CH:1]([C:4]1[CH:9]=[C:8]([CH:10]([CH3:12])[CH3:11])[CH:7]=[C:6]([CH:13]([CH3:15])[CH3:14])[C:5]=1[S:16]([NH:20][C:21]1[CH:22]=[CH:23][C:24]([S:27]([CH:30]=[CH:31][C:32]#[N:33])(=[O:29])=[O:28])=[CH:25][CH:26]=1)(=[O:18])=[O:17])([CH3:3])[CH3:2]

Participants

5

Reactant 3

HCID 1049PyridineHCID 810422,4,6-Tris(1-methylethyl)benzenesulfonyl chlorideHCID 545613262-Cyanovinyl 4-aminophenyl sulfone

Product 1

HCID 541590993-[4-(2,4,6-TRI-ISOPROPYLBENZENESULFONAMIDO)BENZENESULFONYL]acrylonitrile

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent3×

Procedure

a solution of 9.1 g (0.03 mol) of 2,4,6-tri-isopropylbenzenesulfonyl chloride in 50 ml dioxane is added at room temperature to a solution of 6.3 g (0.03 mol) of 3-(4-aminobenzenesulfonyl)acrylonitrile in 150 ml dioxane, the dioxane solution additionally containing 3 ml (0.03 mol) of pyridine. After 8 hours the reaction mixture is filtered and evaporated and a tannish solid consisting of 3-[4-(2,4,6-tri-isopropylbenzenesulfonamido)benzenesulfonyl]acrylonitrile is obtained: ##SPC19##

Workup

  1. filtrationAfter 8 hours the reaction mixture is filtered
  2. customevaporated
  3. customis obtained

Sources & evidence

ORD record
ord-f02845ccba3d4df58b9bdf159a52064e
Source dataset
uspto-grants-1976_03
Patent number
US03943154

Reaction notes

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