Hydrochloric Acid → N-[[(3,4-dichlorophenyl)amino]carbonyl]-2-thiophenesulfonamide

HRID 1464133Notes

Reaction equation

HRID 1464133 reaction equation
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[S:6]([NH2:9])(=[O:8])=[O:7].[Cl:10][C:11]1[CH:12]=[C:13]([N:18]=[C:19]=[O:20])[CH:14]=[CH:15][C:16]=1[Cl:17].[OH-].[Na+].Cl>CC(C)=O>[Cl:10][C:11]1[CH:12]=[C:13]([NH:18][C:19]([NH:9][S:6]([C:2]2[S:1][CH:5]=[CH:4][CH:3]=2)(=[O:8])=[O:7])=[O:20])[CH:14]=[CH:15][C:16]=1[Cl:17]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 76073,4-Dichlorophenyl isocyanateHCID 14798Sodium HydroxideHCID 728812-Thiophenesulfonamide

Product 1

HCID 19089331N-[[(3,4-dichlorophenyl)amino]carbonyl]-2-thiophenesulfonamideYield 39%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

2-Thiophenesulfonamide (1.55 g, 9.5 mmole) was combined with 3,4-dichlorophenyl isocyanate (1.79 g, 9.5 mmole), 1N NaOH (9.5 ml) and acetone (25 ml) followed by 1N HCl (9.5 ml) using the method of Example 4B to give the named product (1.3 g).

Sources & evidence

ORD record
ord-2290d93fc6d44ee9b84ed19eacd6d4ea
Source dataset
uspto-grants-1994_04
Patent number
US05302724

Reaction notes

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