4-Chlorophenyl Isocyanate → N-[(4-Chlorophenyl)carbamoyl]thiophene-2-sulfonamide

HRID 1464124Notes

Reaction equation

HRID 1464124 reaction equation
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[S:6]([NH2:9])(=[O:8])=[O:7].[OH-].[Na+].[Cl:12][C:13]1[CH:18]=[CH:17][C:16]([N:19]=[C:20]=[O:21])=[CH:15][CH:14]=1>CC(C)=O>[Cl:12][C:13]1[CH:18]=[CH:17][C:16]([NH:19][C:20]([NH:9][S:6]([C:2]2[S:1][CH:5]=[CH:4][CH:3]=2)(=[O:8])=[O:7])=[O:21])=[CH:15][CH:14]=1

Participants

5

Reactant 3

HCID 76934-Chlorophenyl IsocyanateHCID 14798Sodium HydroxideHCID 728812-Thiophenesulfonamide

Product 1

HCID 15669317N-[(4-Chlorophenyl)carbamoyl]thiophene-2-sulfonamideYield 85%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent2×

Procedure

The procedure of Example 4B was followed with 2-thiophenesulfonamide (4.2 g, 26 mmole) in 40 ml of acetone, 1N NaOH (26 ml, 26 mmole) and 4-chlorophenyl isocyanate (4.0 g, 26 mmole) in 40 ml of acetone. 7 g of named product were obtained

Sources & evidence

ORD record
ord-af9f16526ad841c890d7227c7669d68e
Source dataset
uspto-grants-1994_04
Patent number
US05302724

Reaction notes

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