Pyridine → HCID 53851686, compound

HRID 267588Notes

Reaction equation

HRID 267588 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([CH:11]=[CH:12][C:13]#[N:14])(=[O:10])=[O:9])=[CH:4][CH:3]=1.N1C=CC=CC=1.[C:21]([C:24]1[CH:25]=[C:26]([S:30](Cl)(=[O:32])=[O:31])[CH:27]=[CH:28][CH:29]=1)([OH:23])=[O:22]>O1CCOCC1>[C:21]([C:24]1[CH:25]=[C:26]([S:30]([NH:1][C:2]2[CH:3]=[CH:4][C:5]([S:8]([CH:11]=[CH:12][C:13]#[N:14])(=[O:10])=[O:9])=[CH:6][CH:7]=2)(=[O:32])=[O:31])[CH:27]=[CH:28][CH:29]=1)([OH:23])=[O:22]

Participants

5

Reactant 3

HCID 1049PyridineHCID 77641Benzoic acid, 3-(chlorosulfonyl)-HCID 545613262-Cyanovinyl 4-aminophenyl sulfone

Product 1

HCID 53851686HCID 53851686, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

2.1 g (0.01 mol) of 3-(4-aminobenzenesulfonyl) acrylonitrile are dissolved in 100 ml dioxane, and 2 ml of pyridine are added thereto. A solution of 2.21 g (0.01 mol) of 3-carboxybenzenesulfonyl chloride in 50 ml dioxane is added portionwise at room temperature and the reaction mixture is held overnight. After filtering and mixing the filtrate with about 4 volumes of water the mixture is left at room temperature for 5 days. White flocs separate which are recovered by filtration and dried, giving 3-[4-(3-carboxybenzenesulfonamido)-benzenesulfonyl]acrylonitrile: ##SPC30##

Workup

  1. filtrationAfter filtering
  2. additionmixing the filtrate with about 4 volumes of water the mixture
  3. waitis left at room temperature for 5 days
  4. customWhite flocs separate which
  5. filtrationare recovered by filtration
  6. customdried

Sources & evidence

ORD record
ord-7e68456ddcd547d1b324bb77efeb4944
Source dataset
uspto-grants-1976_03
Patent number
US03943154

Reaction notes

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