Picolyl chloride hydrochloride → HCID 178418295, Verbindung

HRID 3236

Reaktionsgleichung

Reaktionsgleichung von HRID 3236
[NH:1]1[CH2:7][C:5](=[O:6])[NH:4][C:2]1=[S:3].C[O-].[Na+].Cl.Cl[CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][N:15]=1>CO>[N:15]1[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=1[CH2:13][S:3][C:2]1[NH:1][CH2:7][C:5](=[O:6])[N:4]=1

Komponenten

5

Edukt 3

HCID 23392Picolyl chloride hydrochlorideHCID 12740302-ThiohydantoinHCID 10942334Sodium Methoxide

Produkt 1

HCID 178418295HCID 178418295, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

Initially, 1 g of 2-thiohydantoin and 2.5 g of sodium methylate were dissolved in 50 mL of methanol (MeoH), and 1.5 g of 2-chloromethylpyridine hydrochloride was added to the solution. The reaction mixture was stirred under reflux for one and a half hour and concentrated in vacuo. To the residue, there was added 50 mL of chloroform (CHCl3), and the mixture was washed with 50 mL of water. Then, the CHCL3 layer was dried over magnesium sulfate (MgSO4) and concentrated in vacuo. The residue was purified by column chromatography [using a developing solvent consisting of CHCl3 :MeOH=50:1 (volume ratio, v/v)]. Recrystallization from diethylether gave the desired compound in the form of a needle-like crystal. The yield of this compound was 1.2 g with a yield ratio of 67.2%, and its melting point was 105°-107° C.

Aufarbeitung

  1. temperatureunder reflux for one and a half hour
  2. concentrationconcentrated in vacuo
  3. additionTo the residue, there was added 50 mL of chloroform (CHCl3)
  4. washthe mixture was washed with 50 mL of water
  5. dry with materialThen, the CHCL3 layer was dried over magnesium sulfate (MgSO4)
  6. concentrationconcentrated in vacuo
  7. customThe residue was purified by column chromatography [
  8. customRecrystallization from diethylether

Quellen und Nachweise

ORD-Eintrag
ord-ee329cf9c57341ee87f8398d0e4b9f66
Quelldatensatz
uspto-grants-1998_03
Patentnummer
US05733922

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