Reacción #215874

Ecuación de reacción

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

Rendimiento 79.0%

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

Rendimiento 79.0%

Disolventes

ethanol

Condiciones de reacción

Tratamiento posterior

1. 1
   Otroremove the precipitate
2. 2
   Otroformed by filtration
3. 3
   OtroThe ethanolic solution is evaporated to dryness
4. 4
   Lavadowash with water until bromide ions
5. 5
   SecadoDry the organic phase over anhydrous sodium sulphate
6. 6
   Otroevaporate to dryness
7. 7
   OtroPurify the residue on a silica column
8. 8
   workup.ADDITIONa mixture of cyclohexane and ethyl acetate (10:1 V/V) as eluent

Procedimiento

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).

Fuente