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Hydrochloric Acid → 4-Oxo-4,5,6,7-tetrahydrothieno-(3,2-C)pyridine

HRID 1701510
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Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1701510
[O:1]=[C:2]1[C:7]2[CH:8]=[CH:9][S:10][C:6]=2[CH2:5][CH2:4][N:3]1C(=O)C.Cl>C(O)C>[O:1]=[C:2]1[C:7]2[CH:8]=[CH:9][S:10][C:6]=2[CH2:5][CH2:4][NH:3]1
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Komponenten

4

Edukt 2

HCID 313Hydrochloric AcidHCID 20346849HCID 20346849, Verbindung

Produkt 1

HCID 203468584-Oxo-4,5,6,7-tetrahydrothieno-(3,2-C)pyridineAusbeute 70 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

An initially heterogeneous mixture of 4-oxo-5-acetyl-4,5,6,7-tetrahydro-thieno[3,2-c]pyridine (13.6 g; 0.069 mole) from Example 5, ethanol (50 ml) and 6 N hydrochloric acid (50 ml) is stirred for 4 hours at room temperature. The reaction mixture is concentrated in vacuo, the residue is made slightly basic by addition of sodium hydroxide and is then extracted with methylene chloride. The organic extracts are washed with water, dried over sodium sulfate and evaporated to dryness. The resulting residue is recrystallized from isopropanol-diisopropyl ether, to give white crystals, M.p.=94° C. Yield: 70%.

Aufarbeitung

  1. concentrationThe reaction mixture is concentrated in vacuo
  2. additionthe residue is made slightly basic by addition of sodium hydroxide
  3. extractionis then extracted with methylene chloride
  4. washThe organic extracts are washed with water
  5. dry with materialdried over sodium sulfate
  6. customevaporated to dryness
  7. customThe resulting residue is recrystallized from isopropanol-diisopropyl ether
  8. customto give white crystals, M.p.=94° C

Quellen und Nachweise

ORD-Eintrag
ord-aad55a20070d4e9fb55e43116e1f0c9c
Quelldatensatz
uspto-grants-1980_03
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04193997

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