1,3-Dichloroacetone → 2-Acetamido-4-chloromethylthiazole

HRID 272738

Reaktionsgleichung

Reaktionsgleichung von HRID 272738
[C:1]([NH:4][C:5]([NH2:7])=[S:6])(=[O:3])[CH3:2].[Cl:8][CH2:9][C:10]([CH2:12]Cl)=O>CC(C)=O.C(OCC)(=O)C>[Cl:8][CH2:9][C:10]1[N:7]=[C:5]([NH:4][C:1](=[O:3])[CH3:2])[S:6][CH:12]=1

Komponenten

5

Edukt 2

HCID 107931,3-DichloroacetoneHCID 2723593Acetylthiourea

Produkt 1

HCID 819632-Acetamido-4-chloromethylthiazole

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 180AcetoneLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

A mixture of acetylthiourea (591 mg, 5 mmol) and 1,3-dichloroacetone (667 mg, 5.25 mmol) in acetone (15 mL) was heated at reflux for 7 hours, cooled to room temperature, diluted with ethyl acetate, washed with water and brine, dried (MgSO4), filtered and concentrated. The concentrate was purified by column chromatography to give the title compound. MS (DCI) m/e 191 (M+H)+; 1H NMR (300 MHz, DMSO-d6) 12.21 (s, 1H), 7.22 (s, 1H), 4.70 (s, 2H), 2.13 (s, 3H).

Aufarbeitung

  1. temperaturewas heated
  2. temperatureat reflux for 7 hours
  3. washwashed with water and brine
  4. dry with materialdried (MgSO4)
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customThe concentrate was purified by column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-ad2bf5bf99c34722b2d7b275df5bf4b6
Quelldatensatz
uspto-grants-2008_11
Patentnummer
US07456169B2

Verknüpfte Notizen

Wird geladen…