Hydrochloric Acid → HCID 12895863, compound

HRID 893997Notes

Reaction equation

HRID 893997 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[S:11][C:10]3[CH:12]=[CH:13][C:14]([CH:16]([CH3:20])[C:17](N)=[O:18])=[CH:15][C:9]=3[C:8](=[O:21])[CH2:7][C:6]=2[CH:22]=1.[OH-:23].[Na+].O.Cl>CCCCCC.CO>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[S:11][C:10]3[CH:12]=[CH:13][C:14]([CH:16]([CH3:20])[C:17]([OH:23])=[O:18])=[CH:15][C:9]=3[C:8](=[O:21])[CH2:7][C:6]=2[CH:22]=1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 12895862HCID 12895862, compound

Product 1

HCID 12895863HCID 12895863, compoundYield 47.4%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8058HexaneSolvent

Procedure

A mixture of 0.4 g of 2-(8-chloro-10,11-dihydro-11-oxodibenzo[b,f]thiepin-2-yl)-propionamide, 6.0 g of sodium hydroxide, 50 ml of water and 60 ml of methanol was refluxed for 3 hours. The solvent was removed by distillation to obtain a residue, to which was added ice water, and the mixture was acidified with hydrochloric acid and extracted with chloroform. The extract was washed with water and dried over anhydrous sodium sulfate. The solvent was distilled off to obtain a residue, which was crystallized from benzene--n-hexane to give 190 mg (yield: 47%) of 2-(8-chloro-10,11-dihydro-11-oxodibenzo[b,f]thiepin-2-yl)-propionic acid as a powder having a melting point of 195°-196° C.

Workup

  1. temperaturewas refluxed for 3 hours
  2. customThe solvent was removed by distillation
  3. customto obtain a residue
  4. extractionextracted with chloroform
  5. washThe extract was washed with water
  6. dry with materialdried over anhydrous sodium sulfate
  7. distillationThe solvent was distilled off
  8. customto obtain a residue, which
  9. customwas crystallized from benzene

Sources & evidence

ORD record
ord-1a93e14216a34fce8b47ccc65cf32333
Source dataset
uspto-grants-1981_08
Patent number
US04282245

Reaction notes

Loading…