4-Chlorophenyl Isocyanate → HCID 22131304, compound

HRID 1857588Notes

Reaction equation

HRID 1857588 reaction equation
[C:1]1([CH2:7][S:8]([NH2:11])(=[O:10])=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH-].[Na+].[Cl:14][C:15]1[CH:20]=[CH:19][C:18]([N:21]=[C:22]=[O:23])=[CH:17][CH:16]=1>CC(C)=O>[Cl:14][C:15]1[CH:20]=[CH:19][C:18]([NH:21][C:22]([NH:11][S:8]([CH2:7][C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)(=[O:9])=[O:10])=[O:23])=[CH:17][CH:16]=1

Participants

5

Reactant 3

HCID 76934-Chlorophenyl IsocyanateHCID 14798Sodium HydroxideHCID 78318Benzenemethanesulfonamide

Product 1

HCID 22131304HCID 22131304, compoundYield 72.1%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent2×

Procedure

The general method of procedure A was followed with phenylmethanesulfonamide (51.3 g), acetone (30 ml), 1N sodium hydroxide (31.5 ml), and 4-chlorophenyl isocyanate (5.07 g) in acetone (30 ml). The reaction mixture was filtered and the filtrate acidified with 1N HCl (31.5 ml). The solid product was washed with water and dried in vacuum at 60° C. to provide 7.73 g of white powder.

Workup

  1. filtrationThe reaction mixture was filtered
  2. washThe solid product was washed with water
  3. customdried in vacuum at 60° C.

Sources & evidence

ORD record
ord-571f8bc78d314752a951f75fc43131a9
Source dataset
uspto-grants-2000_11
Patent number
US06147115

Reaction notes

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