Sodium Hydroxide → HCID 20338043, Verbindung

HRID 1395759Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1395759
[C:1]([CH:3]([C:5]1[CH:10]=[CH:9][C:8]([S:11][C:12]2[C:17]([CH2:18][C:19]([OH:21])=O)=[CH:16][CH:15]=[CH:14][N:13]=2)=[CH:7][CH:6]=1)[CH3:4])#[N:2].[OH-:22].[Na+]>>[O:21]=[C:19]1[CH2:18][C:17]2[CH:16]=[CH:15][CH:14]=[N:13][C:12]=2[S:11][C:8]2[CH:9]=[CH:10][C:5]([CH:3]([CH3:4])[C:1]([NH2:2])=[O:22])=[CH:6][C:7]1=2

Komponenten

3

Edukt 2

HCID 14798Sodium Hydroxide2×HCID 20338072HCID 20338072, Verbindung

Produkt 1

HCID 20338043HCID 20338043, Verbindung

Reaktionsbedingungen

Temperatur
150 °C

Versuchsvorschrift

The mixture of 101 mg of 2-[4'-(α-cyanoethyl)-phenylthio]-3-pyridylacetic acid and 2 g of polyphosphoric acid was stirred at 150° C. for 65 minutes. After cooling, to this was added ice-water and the mixture was neutralized with conc. sodium hydroxide solution and 3% sodium hydroxide solution, then was made alkaline therewith. The resulting mixture was extracted with ethyl acetate and the extract was washed with 3% sodium hydroxide solution and dried over anhydrous sodium sulfate. The solvent was distilled off to obtain 36 mg of yellow glutinous substance, which was chromatographed over silica gel, eluted with n-hexane/acetone (2/1) and there was obtained 25 mg of 2-(5,6-dihydro-6-oxo benzo[b]pyrido[3,2-f]-thiepin-8-yl)-propionamide as colorless glutinous substance. This was solidified with ethanol to give crystals having a melting point of 175°-180° C. These were recrystallized from ethanol to give crystals having a melting point of 190°-192.5° C.

Aufarbeitung

  1. temperatureAfter cooling
  2. extractionThe resulting mixture was extracted with ethyl acetate
  3. washthe extract was washed with 3% sodium hydroxide solution
  4. dry with materialdried over anhydrous sodium sulfate
  5. distillationThe solvent was distilled off
  6. customto obtain 36 mg of yellow glutinous substance, which
  7. customwas chromatographed over silica gel
  8. washeluted with n-hexane/acetone (2/1)

Quellen und Nachweise

ORD-Eintrag
ord-6593aa4bc1dc490784657c57d33a7e53
Quelldatensatz
uspto-grants-1980_05
Patentnummer
US04205170

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