Acetic Acid → HCID 20338086, compound

HRID 1395764Notes

Reaction equation

HRID 1395764 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]([OH:20])=[O:19])[CH:15]=[CH:16][C:3]1=2.[N+](=[CH2:24])=[N-].C(O)(=O)C.C(Cl)(Cl)Cl>C(O)C.O>[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]([O:20][CH3:24])=[O:19])[CH:15]=[CH:16][C:3]1=2

Participants

7

Reactant 4

HCID 176Acetic AcidHCID 6212ChloroformHCID 9550DiazomethaneHCID 20338040HCID 20338040, compound

Product 1

HCID 20338086HCID 20338086, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

To 30 mg of 2-(5,6-dihydro-6oxo benzo[b]pyrido[3,2-f]-thiepin-9yl)-propionic acid in 5 ml of ethanol was added dropwise etherial solution of diazomethane at 0° C. After 2 minutes, to this was added acetic acid to decompose an excess of the reagent, then were added chloroform and water. The organic layer was collected, washed with 5% sodium hydrogencarbonate solution, then saturated sodium chloride solution, and dried over anhydrous sodium sulfate. The solvent was distilled off to obtain the residue, which was chromatographed over silica gel, eluted with benzene/chloroform(4/1) and there was obtained 30 mg of methyl 2-(5,6-dihydro-6-oxo benzo[b]pyrido[3,2-f]thiepin-9yl)-propionate as colorless glutinous substance.

Workup

  1. customThe organic layer was collected
  2. washwashed with 5% sodium hydrogencarbonate solution
  3. dry with materialsaturated sodium chloride solution, and dried over anhydrous sodium sulfate
  4. distillationThe solvent was distilled off
  5. customto obtain the residue, which
  6. customwas chromatographed over silica gel
  7. washeluted with benzene/chloroform(4/1)

Sources & evidence

ORD record
ord-7bf9c506cd74401e90ee87d716020bb3
Source dataset
uspto-grants-1980_05
Patent number
US04205170

Reaction notes

Loading…