Chloride → HCID 178456985, compound

HRID 1066089Notes

Reaction equation

HRID 1066089 reaction equation
[NH2:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[C:4]([Cl:9])[C:3]=1[S:10]([NH2:13])(=[O:12])=[O:11].[CH:14]([N:17]=[C:18]=S)([CH3:16])[CH3:15].[Cl-].CN(C=O)C>[Cu].CO>[Cl:8][C:6]1[CH:5]=[C:4]([Cl:9])[C:3]2[S:10](=[O:12])(=[O:11])[N:13]=[C:18]([NH:17][CH:14]([CH3:16])[CH3:15])[NH:1][C:2]=2[CH:7]=1

Participants

7

Reactant 4

HCID 312ChlorideHCID 6228DimethylformamideHCID 75263Isopropyl IsothiocyanateHCID 30214302-Amino-4,6-dichlorobenzene-1-sulfonamide

Product 1

HCID 178456985HCID 178456985, compound

Reagents, catalysts & solvents 2

HCID 23978CopperCatalystHCID 887MethanolSolvent

Conditions

Temperature
100 °C

Procedure

A mixture of 2-amino-4,6-dichlorobenzenesulfonamide (1.0 g), isopropyl isothiocyanate (0.84 g), copper(l) chloride (0.4 g), and DMF (1.5 ml) was heated at 100° C. for 2 h. Then 5 ml of methanol was added and the precipitated material was removed by filtration. Evaporation of the solvent in vacuo and subsequent treatment of the residue with 25 ml of ethyl acetate gave a yellow precipitate, which was collected by filtration and recrystallized from ethanol to give the title compound as white crystals; m.p. 291-293° C.

Workup

  1. customthe precipitated material was removed by filtration
  2. customEvaporation of the solvent in vacuo and subsequent treatment of the residue with 25 ml of ethyl acetate
  3. customgave a yellow precipitate, which
  4. filtrationwas collected by filtration
  5. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-cdd47aca00774ef0a7b94284b734a86b
Source dataset
uspto-grants-2001_06
Patent number
US06242443B1

Reaction notes

Loading…