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

HRID 1857585Notes

Reaction equation

HRID 1857585 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-8fdf45d5be47499cb2b2dc73246bd950
Source dataset
uspto-grants-2000_11
Patent number
US06147115

Reaction notes

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