Reaktion #1821207

Reaktionsgleichung

N-(4-chloroacetyl-2-methylbenzyl)acetamide

(diaminomethylene)thiourea

→

2-(diaminomethyleneamino)-4-(4-acetylaminomethyl-3-methylphenyl)thiazole

Ausbeute 69.1%

Lösungsmittel

ethanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturwas refluxed for 2 hours
2. 2
   SonstigeThe reaction mixture was evaporated in vacuo
3. 3
   Filtrationthe precipitate was collected by filtration
4. 4
   workup.DISSOLUTIONThe precipitate was dissolved in a mixture of ethyl acetate and tetrahydrofuran
5. 5
   Waschenwashed with brine
6. 6
   Trocknendried over magnesium sulfate
7. 7
   SonstigeThe solvent was evaporated in vacuo
8. 8
   Sonstigethe residue was recrystallized from ethanol

Vorschrift

A mixture of N-(4-chloroacetyl-2-methylbenzyl)acetamide (3.6 g) and (diaminomethylene)thiourea (2.3 g) in ethanol (100 ml) was refluxed for 2 hours under stirring. The reaction mixture was evaporated in vacuo and the residue was suspended in water and resultant mixture was adjusted to pH 8.0 with 20% potassium carbonate aqueous solution and the precipitate was collected by filtration. The precipitate was dissolved in a mixture of ethyl acetate and tetrahydrofuran, washed with brine and dried over magnesium sulfate. The solvent was evaporated in vacuo and the residue was recrystallized from ethanol to give 2-(diaminomethyleneamino)-4-(4-acetylaminomethyl-3-methylphenyl)thiazole (3.15 g).

Quelle