Methanethioamide → HCID 13015600, Verbindung

HRID 1058348

Reaktionsgleichung

Reaktionsgleichung von HRID 1058348
[CH:1]([NH2:3])=[S:2].[CH2:4]([O:6][C:7](=[O:15])[CH:8](Cl)[C:9](=O)[CH:10]([CH3:12])[CH3:11])[CH3:5]>C(O)C>[CH2:4]([O:6][C:7]([C:8]1[S:2][CH:1]=[N:3][C:9]=1[CH:10]([CH3:12])[CH3:11])=[O:15])[CH3:5]

Komponenten

4

Edukt 2

HCID 3005587MethanethioamideHCID 9877606Ethyl 2-chloro-4-methyl-3-oxopentanoate

Produkt 1

HCID 13015600HCID 13015600, VerbindungAusbeute 36 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A solution of thioformamide (prepared according to A1-Razzar et al. U.S. Pat, No. 5,559158; 1.2 g, 20 mmol) and 2-chloro-4-methyl-3-oxopentanoic acid ethyl ester (2.0 g, 10 mmol) in ethanol (20 mL) was heated at reflux for 17 h. The reaction mixture was evaporated to dryness and the residue was chromatographed over silica gel (5-20% ethyl acetate/hexanes) to give 4-(1-methylethyl)thiazole-5-carboxylic acid ethyl ester (720 mg, 36% yield).

Aufarbeitung

  1. temperatureat reflux for 17 h
  2. customThe reaction mixture was evaporated to dryness
  3. customthe residue was chromatographed over silica gel (5-20% ethyl acetate/hexanes)

Quellen und Nachweise

ORD-Eintrag
ord-129a30faf3f14682a1471b9b795211e5
Quelldatensatz
uspto-grants-2003_02
Patentnummer
US06515124B2

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