1,3-Dichloroacetone → 4-(Chloromethyl)-2-(4-methylphenyl)-1,3-thiazole

HRID 538582

Reaktionsgleichung

Reaktionsgleichung von HRID 538582
[Cl:1][CH2:2][C:3]([CH2:5]Cl)=O.[CH3:7][C:8]1[CH:16]=[CH:15][C:11]([C:12]([NH2:14])=[S:13])=[CH:10][CH:9]=1>C1(C)C=CC=CC=1>[Cl:1][CH2:2][C:3]1[N:14]=[C:12]([C:11]2[CH:15]=[CH:16][C:8]([CH3:7])=[CH:9][CH:10]=2)[S:13][CH:5]=1

Komponenten

4

Edukt 2

HCID 107931,3-DichloroacetoneHCID 7372094-Methylbenzenecarbothioamide

Produkt 1

HCID 20635964-(Chloromethyl)-2-(4-methylphenyl)-1,3-thiazoleAusbeute 67 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Reaktionsbedingungen

Temperatur
120 °C

Versuchsvorschrift

To a solution of 1,3 dichloroacetone (0.84 g, 6.62 mmol) in toluene (5 ml) was added 4-methylthiobenzamide (0.50 g, 3.31 mmol) and the reaction mixture was heated at 120° C. for 1 h. After the completion of the reaction mixture (TLC monitoring), the reaction mixture was evaporated to dryness under reduced pressure and the residue was purified over silica gel (230-400 M, 15% EtOAc-Hexane) to get the desired product (0.49 g, 67%). The other derivatives were also prepared by the same general method.

Aufarbeitung

  1. customAfter the completion of the reaction mixture (TLC monitoring), the reaction mixture was evaporated to dryness under reduced pressure
  2. customthe residue was purified over silica gel (230-400 M, 15% EtOAc-Hexane)

Quellen und Nachweise

ORD-Eintrag
ord-4bdae525a99041d3b3ce866c47587deb
Quelldatensatz
uspto-grants-2014_10
Patentnummer
US08865736B2

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