Hydrochloric Acid → N-(3,4-dichlorophenyl)-N'-2-butanesulfonylurea

HRID 1586845Notes

Reaction equation

HRID 1586845 reaction equation
[CH3:1][CH:2]([S:5]([NH2:8])(=[O:7])=[O:6])[CH2:3][CH3:4].[OH-].[Na+].[Cl:11][C:12]1[CH:13]=[C:14]([N:19]=[C:20]=[O:21])[CH:15]=[CH:16][C:17]=1[Cl:18].Cl>>[Cl:11][C:12]1[CH:13]=[C:14]([NH:19][C:20]([NH:8][S:5]([CH:2]([CH2:3][CH3:4])[CH3:1])(=[O:7])=[O:6])=[O:21])[CH:15]=[CH:16][C:17]=1[Cl:18]

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 76073,4-Dichlorophenyl isocyanateHCID 14798Sodium HydroxideHCID 20482438Butane-2-sulfonamide

Product 1

HCID 22131299N-(3,4-dichlorophenyl)-N'-2-butanesulfonylureaYield 23.1%

Procedure

The general method of procedure A was followed using 2-butanesulfonamide (10 g), 1N sodium hydroxide (73 ml) and 3,4-dichlorophenyl isocyanate (13 g). 1N HCl was added and after removal of the acetone the solid was diluted with water, collected, and dried at 65° C. under vacuum. The solid was recrystallized in acetone and hexane to provide 5.2 g of product.

Workup

  1. customafter removal of the acetone the solid
  2. additionwas diluted with water
  3. customcollected
  4. customdried at 65° C. under vacuum
  5. customThe solid was recrystallized in acetone

Sources & evidence

ORD record
ord-ef6fa469a22b45ebb6af2e8172621813
Source dataset
uspto-grants-1993_06
Patent number
US05216026

Reaction notes

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