Benzene → HCID 53955229, Verbindung

HRID 2259746Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2259746
[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([CH2:10][CH2:11][S:12][CH:13](O)[CH3:14])=[CH:9][C:4]=2[O:3][CH2:2]1.C1C=CC=CC=1.Cl.[C:23](Cl)(=[O:30])[C:24]1[CH:29]=[CH:28][CH:27]=[N:26][CH:25]=1.C(=O)([O-])[OH:33].[Na+]>N1C=CC=CC=1.O>[C:23]([O:30][CH2:14][CH2:13][S:12][CH2:11][CH2:10][C:8]1[CH:7]=[CH:6][C:5]2[O:1][CH2:2][O:3][C:4]=2[CH:9]=1)(=[O:33])[C:24]1[CH:29]=[CH:28][CH:27]=[N:26][CH:25]=1

Komponenten

7

Edukt 4

HCID 241BenzeneHCID 884383-Pyridinecarbonyl chloride, hydrochloride (1:1)HCID 516892Sodium BicarbonateHCID 22367149HCID 22367149, Verbindung

Produkt 1

HCID 53955229HCID 53955229, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 1049PyridineLösungsmittel

Versuchsvorschrift

4 g of [{2-(1,3-benzodioxol-5-yl)ethyl}thio]ethanol prepared in the same manner as that of Example 2 was dissolved in 20 ml of pyridine. 50 ml of benzene was added to the solution. 4.7 g of nicotinic chloride hydrochloride was added thereto under stirring and the mixture was heated on a boiling water bath for 2 h. The reaction mixture was poured into ice/water. 100 ml of water and sodium hydrogen-carbonate were added thereto to make it weakly alkaline. After extraction with ethyl acetate, the ethyl acetate layer was washed with water four times and dried over sodium sulfate. The solvent was distilled off and the residue was purified according to silica gel column chromatography (benzene:ethyl acetate=3:1) to obtain 2 g of the intended compound in the form of a colorless oil.

Aufarbeitung

  1. temperaturethe mixture was heated on a boiling water bath for 2 h
  2. extractionAfter extraction with ethyl acetate
  3. washthe ethyl acetate layer was washed with water four times
  4. dry with materialdried over sodium sulfate
  5. distillationThe solvent was distilled off
  6. customthe residue was purified

Quellen und Nachweise

ORD-Eintrag
ord-93faddb58d4d4e058fb3aac4c85f2d3e
Quelldatensatz
uspto-grants-1995_12
Patentnummer
US05475024

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