Hydrochloric Acid → N-(4-bromophenyl)-N'-2-butanesulfonylurea

HRID 1586844Notes

Reaction equation

HRID 1586844 reaction equation
[CH3:1][CH:2]([S:5]([NH2:8])(=[O:7])=[O:6])[CH2:3][CH3:4].[Br:9][C:10]1[CH:15]=[CH:14][C:13]([N:16]=[C:17]=[O:18])=[CH:12][CH:11]=1.Cl>[OH-].[Na+]>[Br:9][C:10]1[CH:15]=[CH:14][C:13]([NH:16][C:17]([NH:8][S:5]([CH:2]([CH2:3][CH3:4])[CH3:1])(=[O:7])=[O:6])=[O:18])=[CH:12][CH:11]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 756094-Bromophenyl isocyanateHCID 20482438Butane-2-sulfonamide

Product 1

HCID 70273856N-(4-bromophenyl)-N'-2-butanesulfonylureaYield 56.1%

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent2×

Procedure

The general method of procedure A was followed with 2-butanesulfonamide (10 g, 73 mmole), 1N sodium hydroxide (73 ml), and 4-bromophenyl isocyanate (13.7 g). The filtrate from the reaction mixture was treated with 1N HCl and the resulting precipitate redissolved in 1N sodium hydroxide and reprecipitated with 1N HCl. The solid product was collected and dried at 65° C. under vacuum. The dissolution and precipitation procedure was repeated to provide 13.0 g of product which had the following analysis.

Workup

  1. customreprecipitated with 1N HCl
  2. customThe solid product was collected
  3. customdried at 65° C. under vacuum
  4. dissolutionThe dissolution and precipitation procedure

Sources & evidence

ORD record
ord-9801d7c8984b45428d92e5aeef408f22
Source dataset
uspto-grants-1993_06
Patent number
US05216026

Reaction notes

Loading…