4-Chlorophenyl Isocyanate → N-(4-chlorophenyl)-N'-cyclohexanesulfonylurea

HRID 1586852

Reaktionsgleichung

Reaktionsgleichung von HRID 1586852
[CH:1]1([S:7]([NH2:10])(=[O:9])=[O:8])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[OH-].[Na+].[Cl:13][C:14]1[CH:19]=[CH:18][C:17]([N:20]=[C:21]=[O:22])=[CH:16][CH:15]=1>CC(C)=O>[Cl:13][C:14]1[CH:19]=[CH:18][C:17]([NH:20][C:21]([NH:10][S:7]([CH:1]2[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]2)(=[O:9])=[O:8])=[O:22])=[CH:16][CH:15]=1

Komponenten

5

Edukt 3

HCID 76934-Chlorophenyl IsocyanateHCID 14798Sodium HydroxideHCID 75536Cyclohexanesulfonamide

Produkt 1

HCID 22131300N-(4-chlorophenyl)-N'-cyclohexanesulfonylureaAusbeute 70,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel2×

Versuchsvorschrift

The general method of procedure A was followed with cyclohexanesulfonamide (1.89 g), acetone (5 ml), 1N sodium hydroxide (11.6 ml). After stirring overnight at room temperature, the mixture was cooled in an ice bath and 4-chlorophenyl isocyanate (1.89 g) dissolved in acetone (5 ml) was added. The mixture was warmed to room temperature and stirred two days, filtered, and the separated white solid washed with water. The filtrates were combined and treated with glacial acetic acid (1 ml) followed by addition of water. The resulting solid was collected by filtration, washed with water and air dried to provide 2.57 g of a tan powder.

Aufarbeitung

  1. temperaturethe mixture was cooled in an ice bath
  2. additionwas added
  3. temperatureThe mixture was warmed to room temperature
  4. stirringstirred two days
  5. filtrationfiltered
  6. washthe separated white solid washed with water
  7. additiontreated with glacial acetic acid (1 ml)
  8. additionfollowed by addition of water
  9. filtrationThe resulting solid was collected by filtration
  10. washwashed with water and air
  11. customdried

Quellen und Nachweise

ORD-Eintrag
ord-5bb114658b344e489df75f7d16931279
Quelldatensatz
uspto-grants-1993_06
Patentnummer
US05216026

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