4-Chlorophenyl Isocyanate → HCID 22131304, compound

HRID 1586854Notes

Reaction equation

HRID 1586854 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-552e6ef53e96410ca943cb28b0abc397
Source dataset
uspto-grants-1993_06
Patent number
US05216026

Reaction notes

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