4-Chlorophenyl Isocyanate → HCID 19417856, compound

HRID 865314Notes

Reaction equation

HRID 865314 reaction equation
[CH2:1]([NH:3][C:4]1[CH:9]=[CH:8][C:7]([S:10]([NH2:13])(=[O:12])=[O:11])=[CH:6][CH:5]=1)[CH3:2].[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.[OH-].[Na+]>[Cl:14][C:15]1[CH:20]=[CH:19][C:18]([NH:21][C:22]([NH:13][S:10]([C:7]2[CH:6]=[CH:5][C:4]([NH:3][CH2:1][CH3:2])=[CH:9][CH:8]=2)(=[O:11])=[O:12])=[O:23])=[CH:17][CH:16]=1

Participants

5

Reactant 2

HCID 76934-Chlorophenyl IsocyanateHCID 194178504-(Ethylamino)benzene-1-sulfonamide

Product 1

HCID 19417856HCID 19417856, compound

Reagents, catalysts & solvents 2

HCID 180AcetoneSolvent2×HCID 14798Sodium HydroxideSolvent

Procedure

The 4-(ethylamino)benzene-sulfonamide was dissolved in 7.8 ml of acetone with 7.9 ml of 1N sodium hydroxide added. To this mixture was added 4-chlorophenylisocyanate (1.22 g, 7.9 mmoles), dissolved in 7.8 ml of acetone. This reaction mixture was allowed to stir for 25 minutes at room temperature, then filtered, with a small amount of an acetone:water (1:1) mixture being used to rinse out the flask and wash the filtered solid. The filtrate was acidified with 1N hydrochloric acid (7.9 ml) and stirred for about an hour until the initially separated oil had changed to a solid.

Workup

  1. additionadded
  2. filtrationfiltered, with a small amount of an acetone:water (1:1) mixture
  3. washto rinse out the flask
  4. washwash the filtered solid
  5. stirringstirred for about an hour until the initially separated oil

Sources & evidence

ORD record
ord-75def42dcce443a2a6d3729e5741e6b8
Source dataset
uspto-grants-1996_10
Patent number
US05565494

Reaction notes

Loading…