Reaktion #215874

Reaktionsgleichung

2-bromo-1-(2,4-dichlorophenyl)-1-propanone

Compound 15

2-bromo-1-(2,4-dichlorophenyl)-1-propanone

N-(α-cyclopropylbenzyl)-N-propylthiourea

Compound 75

N-(α-cyclopropylbenzyl)-N-propylthiourea

triethylamine

→

expected product

Ausbeute 79.0%

4-(2,4-dichlorophenyl)-5-methyl-2-[N-(α-cyclopropylbenzyl)-N-propylamino]thiazole

Ausbeute 79.0%

Lösungsmittel

ethanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigeremove the precipitate
2. 2
   Sonstigeformed by filtration
3. 3
   SonstigeThe ethanolic solution is evaporated to dryness
4. 4
   Waschenwash with water until bromide ions
5. 5
   TrocknenDry the organic phase over anhydrous sodium sulphate
6. 6
   Sonstigeevaporate to dryness
7. 7
   SonstigePurify the residue on a silica column
8. 8
   workup.ADDITIONa mixture of cyclohexane and ethyl acetate (10:1 V/V) as eluent

Vorschrift

To 1.35 g of N-(α-cyclopropylbenzyl)-N-propylthiourea (Compound 75) in 35 ml of ethanol, add 546 mg of triethylamine, then slowly 1.52 g of 2-bromo-1-(2,4-dichlorophenyl)-1-propanone (Compound 15). After 3 hours of heating at 75° C., remove the precipitate formed by filtration. The ethanolic solution is evaporated to dryness. Take up the residue in ethyl ether and wash with water until bromide ions have disappeared. Dry the organic phase over anhydrous sodium sulphate and then evaporate to dryness. Purify the residue on a silica column, using a mixture of cyclohexane and ethyl acetate (10:1 V/V) as eluent, to obtain the expected product. Recrystallise in acetonitrile (white crystals).

Quelle