HCID 23053854, compound → HCID 23053853, compound

HRID 1650195Notes

Reaction equation

HRID 1650195 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:10]([NH2:12])=[O:11])[CH:5]=[C:6]([Cl:9])[C:7]=1Cl.[K].[C:14]1([SH:24])[C:23]2[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=2)[CH:17]=[CH:16][CH:15]=1>CN(C)C=O.O>[Cl:9][C:6]1[CH:5]=[C:4]([C:10]([NH2:12])=[O:11])[CH:3]=[C:2]([Cl:1])[C:7]=1[S:24][C:14]1[C:23]2[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=2)[CH:17]=[CH:16][CH:15]=1

Participants

5

Reactant 2

HCID 23053854HCID 23053854, compoundHCID 70360857HCID 70360857, compound

Product 1

HCID 23053853HCID 23053853, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

To a solution of 3,4,5-trichlorobenzene carboxamide (25 g) in 220 ml of dry dimethylformamide (DMF), 26 g of 1-naphthalenethiol potassium salt is added and the reaction mixture stirred at room temperature for two days. The reaction mixture is then diluted with water and extracted with methylene chloride. The combined extracts are washed with water, dried with anhydrous magnesium sulfate and concentrated. The product can be purified by chromatography on silica gel.

Workup

  1. extractionextracted with methylene chloride
  2. washThe combined extracts are washed with water
  3. dry with materialdried with anhydrous magnesium sulfate
  4. concentrationconcentrated
  5. customThe product can be purified by chromatography on silica gel

Sources & evidence

ORD record
ord-db4bf9e5fee1446d8691bf36f45592a6
Source dataset
uspto-grants-1990_05
Patent number
US04923885

Reaction notes

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