Ethanol → HCID 20338040, compound

HRID 1395763Notes

Reaction equation

HRID 1395763 reaction equation
[O:1]=[C:2]1[CH2:8][C:7]2[CH:9]=[CH:10][CH:11]=[N:12][C:6]=2[S:5][C:4]2[CH:13]=[C:14]([CH:17]([CH3:21])[C:18](N)=[O:19])[CH:15]=[CH:16][C:3]1=2.[OH-].[K+].O.C([OH:27])C>C(O)(=O)C>[O:1]=[C:2]1[CH2:8][C:7]2[CH:9]=[CH:10][CH:11]=[N:12][C:6]=2[S:5][C:4]2[CH:13]=[C:14]([CH:17]([CH3:21])[C:18]([OH:27])=[O:19])[CH:15]=[CH:16][C:3]1=2

Participants

6

Reactant 4

HCID 702EthanolHCID 962WaterHCID 14797Potassium HydroxideHCID 20338063HCID 20338063, compound

Product 1

HCID 20338040HCID 20338040, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

The mixture of 100 mg of 2-(5,6-dihydro-6-oxo benzo[b]-pyrido[3,2-f]thiepin-9-yl)-propionamide, 170 mg of potassium hydroxide, 1.5 ml of water and 3 ml of ethanol was refluxed for 5 hours. After cooling, the solvent was distilled off to obtain the residue, to which was added ice-water and the resulting mixture was acidified with acetic acid and extracted with chloroform. The extract was washed with water and dried over anhydrous sodium sulfate. The solvent was distilled off to obtain the solid substance, which was recrystallized from benzene to give 70 mg of 2-(5,6-dihydro-6-oxo benzo[b]pyrido-[3,2-f]thiepin-9-yl)-propionic acid as pale yellow powder having a melting point of 150°-151° C.

Workup

  1. temperaturewas refluxed for 5 hours
  2. temperatureAfter cooling
  3. distillationthe solvent was distilled off
  4. customto obtain the residue
  5. extractionextracted with chloroform
  6. washThe extract was washed with water
  7. dry with materialdried over anhydrous sodium sulfate
  8. distillationThe solvent was distilled off
  9. customto obtain the solid substance, which
  10. customwas recrystallized from benzene

Sources & evidence

ORD record
ord-f6b9fbb7e78b4a73814cf1e2b07db72d
Source dataset
uspto-grants-1980_05
Patent number
US04205170

Reaction notes

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