Potassium Hydroxide → HCID 68227143, compound

HRID 408115Notes

Reaction equation

HRID 408115 reaction equation
[NH2:1][C:2]1[C:7]([Cl:8])=[CH:6][CH:5]=[CH:4][C:3]=1[SH:9].[OH-].[K+].[Cl:12][C:13]1[CH:18]=[CH:17][CH:16]=[C:15]([N+:19]([O-:21])=[O:20])[C:14]=1Cl>CCO>[Cl:8][C:7]1[CH:6]=[CH:5][CH:4]=[C:3]([S:9][C:14]2[C:15]([N+:19]([O-:21])=[O:20])=[CH:16][CH:17]=[CH:18][C:13]=2[Cl:12])[C:2]=1[NH2:1]

Participants

5

Reactant 3

HCID 14797Potassium HydroxideHCID 185552,3-DichloronitrobenzeneHCID 126786672-Amino-3-chlorobenzene-1-thiol

Product 1

HCID 68227143HCID 68227143, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

The 2-amino-3-chlorobenzenthiol (550 mg, 3.95 mmol) was dissolved in EtOH (10 mL) followed by KOH (220 mg, 3.95 mmol). To this mixture was added a solution of 1,2-dichloro-3-nitrobenzene (760 mg, 3.95 mmol) in EtOH (10 mL). The resulting reaction mixture was refluxed for 8 h to 12 h. The reaction was allowed to cool to room temperature and the residue was extracted with EtOAc and 1 mol dm−3 H3PO4. The organic layer was dried over MgSO4, filtered and evaporated to give a crude material. This crude material was purified by flash silica gel chromatography.

Workup

  1. customThe resulting reaction mixture
  2. temperaturewas refluxed for 8 h to 12 h
  3. extractionthe residue was extracted with EtOAc and 1 mol dm−3 H3PO4
  4. dry with materialThe organic layer was dried over MgSO4
  5. filtrationfiltered
  6. customevaporated

Sources & evidence

ORD record
ord-b98932a205814aac95f2dd6f07106339
Source dataset
uspto-grants-2014_06
Patent number
US08759336B2

Reaction notes

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