Water → HCID 53846659, compound

HRID 267590Notes

Reaction equation

HRID 267590 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.[C:15]([NH:18][C:19]1[CH:24]=[CH:23][C:22]([S:25](Cl)(=[O:27])=[O:26])=[CH:21][CH:20]=1)(=[O:17])[CH3:16].N1C=CC=CC=1.O>C(Cl)(Cl)Cl>[C:15]([NH:18][C:19]1[CH:20]=[CH:21][C:22]([S:25]([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:27])=[O:26])=[CH:23][CH:24]=1)(=[O:17])[CH3:16]

Participants

6

Reactant 4

HCID 962WaterHCID 1049PyridineHCID 8481N-Acetylsulfanilyl chlorideHCID 545613262-Cyanovinyl 4-aminophenyl sulfone

Product 1

HCID 53846659HCID 53846659, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Procedure

To a dispersion of 3.6 grams (0.017 mol) of 3-(4-aminobenzenesulfonyl)acrylonitrile and 4.7 g (0.02 mol) of 4-acetamidobenzenesulfonyl chloride in 50 ml of chloroform is added 2 ml of pyridine. There is an exothermic reaction and an upper yellow, oily layer is formed. After 48 hours at room temperature 50 ml of chloroform are added, followed by water. The water and chloroform layers are separated and discarded, and the oily layer is shaken with water, separated and then dissolved in 30 ml ethanol. After cooling, crystals are recovered having a melting point of 204°-205° C and consisting of 3-[4-(4-ACETAMIDOBENZENESULFONAMIDO)BENZENESULFONYL]acrylonitrile: ##SPC35##

Workup

  1. customan exothermic reaction
  2. customan upper yellow, oily layer is formed
  3. customThe water and chloroform layers are separated
  4. customseparated
  5. dissolutiondissolved in 30 ml ethanol
  6. temperatureAfter cooling
  7. customcrystals are recovered

Sources & evidence

ORD record
ord-288ebbb2c50640dd95e272386a55b74e
Source dataset
uspto-grants-1976_03
Patent number
US03943154

Reaction notes

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