Pyridine → HCID 15019923, compound

HRID 1460416Notes

Reaction equation

HRID 1460416 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([C:11]2[CH:17]=[CH:16][C:14]([NH2:15])=[CH:13][CH:12]=2)(=[O:10])=[O:9])=[CH:4][CH:3]=1.N1C=CC=CC=1.[N+](C1C=CC=CC=1)([O-])=O.[C:33](Cl)(=[O:36])[CH:34]=[CH2:35]>O.O1CCCC1>[OH:1][C:2]1[CH:3]=[CH:4][C:5]([S:8]([C:11]2[CH:17]=[CH:16][C:14]([NH:15][C:33](=[O:36])[CH:34]=[CH2:35])=[CH:13][CH:12]=2)(=[O:10])=[O:9])=[CH:6][CH:7]=1

Participants

7

Reactant 4

HCID 1049PyridineHCID 7416NitrobenzeneHCID 13140Acryloyl chlorideHCID 117686Phenol, 4-[(4-aminophenyl)sulfonyl]-

Product 1

HCID 15019923HCID 15019923, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 4-(4'-hydroxyphenylsulfonyl)aniline (23.3 g), pyridine (9.4 g) and nitrobenzene (1 ml) is added to 400 ml of tetrahydrofuran. To the ice-cooled solution, 9.0 g of acrylic acid chloride is added dropwise and stirred for 30 min. The stirred mixture is added to 2,000 ml of water and the precipitating crystal is separated by filtration. The resulting crystal is recrystallized with ethanol to obtain the end compound in an amount of 28.5 g. The structure of this compound is verified by IR, NMR and mass spectra.

Workup

  1. additionis added dropwise
  2. customthe precipitating crystal is separated by filtration
  3. customThe resulting crystal is recrystallized with ethanol
  4. customto obtain the end compound in an amount of 28.5 g

Sources & evidence

ORD record
ord-342b39efb741490ab8fb551f708e8e4e
Source dataset
uspto-grants-1991_12
Patent number
US05071738

Reaction notes

Loading…