Hydrochloric Acid → N-(4-chlorophenyl)-N'-1-hexanesulfonylurea

HRID 1586851Notes

Reaction equation

HRID 1586851 reaction equation
[CH2:1]([S:7]([NH2:10])(=[O:9])=[O:8])[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6].[OH-].[Na+].[Cl:13][C:14]1[CH:19]=[CH:18][C:17]([N:20]=[C:21]=[O:22])=[CH:16][CH:15]=1.Cl>CC(C)=O>[Cl:13][C:14]1[CH:19]=[CH:18][C:17]([NH:20][C:21]([NH:10][S:7]([CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH3:6])(=[O:9])=[O:8])=[O:22])=[CH:16][CH:15]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 76934-Chlorophenyl IsocyanateHCID 14798Sodium HydroxideHCID 13537577Hexane-1-sulfonamide

Product 1

HCID 22131301N-(4-chlorophenyl)-N'-1-hexanesulfonylureaYield 87.6%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent2×

Procedure

The general method of procedure A was followed with hexanesulfonamide (10 g), acetone (200 ml), 1N sodium hydroxide (60 ml), and 4-chlorophenyl isocyanate (8.8 g) in acetone (50 ml). After three hours of stirring, 1N HCl (60 ml) was added followed by removal of acetone and collection of solid from the water. The solid was washed with water and dried at 65° C. under vacuum to provide 16 g of product.

Workup

  1. customfollowed by removal of acetone and collection of solid from the water
  2. washThe solid was washed with water
  3. customdried at 65° C. under vacuum

Sources & evidence

ORD record
ord-81a26b394cd1474f8501f7424469659c
Source dataset
uspto-grants-1993_06
Patent number
US05216026

Reaction notes

Loading…