Potassium Hydroxide → HCID 68227289, compound

HRID 408117Notes

Reaction equation

HRID 408117 reaction equation
[Cl:1][C:2]1[C:15]2[N:14](C=O)[C:13]3[C:8](=[CH:9][CH:10]=[CH:11][C:12]=3[Cl:18])[S:7][C:6]=2[CH:5]=[CH:4][CH:3]=1.[OH-].[K+]>CC(C)=O.CCO>[Cl:1][C:2]1[C:15]2[NH:14][C:13]3[C:8](=[CH:9][CH:10]=[CH:11][C:12]=3[Cl:18])[S:7][C:6]=2[CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 2

HCID 14797Potassium HydroxideHCID 86670895HCID 86670895, compound

Product 1

HCID 68227289HCID 68227289, compound

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 702EthanolSolvent

Procedure

The mixture of the crude 1,9-dichloro-10H-phenothiazine-10-carbaldehyde was dissolved in acetone (8 mL) and a solution of KOH (330 mg, 5.88 mmol) in EtOH (5.0 mL) was added. The mixture was stirred for 12 h at room temperature and then was evaporated to dryness to give a residue. The residue extracted with EtOAc and washed with 1M H3PO4. The organic layers were combined and dried over MgSO4, filtered and evaporated to give a residue. The residue was purified by flash silica gel chromatography to give 300 mg of a light yellow solid. LC/MS confirmed M+1=269.

Workup

  1. customwas evaporated to dryness
  2. customto give a residue
  3. extractionThe residue extracted with EtOAc
  4. washwashed with 1M H3PO4
  5. dry with materialdried over MgSO4
  6. filtrationfiltered
  7. customevaporated
  8. customto give a residue
  9. customThe residue was purified by flash silica gel chromatography

Sources & evidence

ORD record
ord-fdc17a9542314314b2df46f747e471c2
Source dataset
uspto-grants-2014_06
Patent number
US08759336B2

Reaction notes

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