تفاعل #834682

معادلة التفاعل

N-[3-(dimethylamino)propyl]-N′-phenylthiourea

2-bromo-4′-bromoacetophenone

→

title compound

المردود 59.1%

N-{4-(4-bromophenyl)-3-[3-(dimethylamino)propyl]thiazol-2(3H)-ylidene}aniline

المردود 59.1%

المذيبات

ethanol

ظروف التفاعل

المعالجة

1. 1
   أخرىobtained in Reference Example 3
2. 2
   درجة الحرارةwas heated
3. 3
   درجة الحرارةwith reflux under nitrogen atmosphere
4. 4
   تركيزNine hours thereafter, the reaction mixture was concentrated under reduced pressure
5. 5
   workup.ADDITIONto the residue was added a saturated aqueous sodium hydrogen carbonate solution
6. 6
   استخلاصthe mixture was extracted with chloroform
7. 7
   غسيلThe organic layer was washed with a saturated brine
8. 8
   تجفيفdried over sodium sulfate
9. 9
   أخرىthe solvent was evaporated under reduced pressure
10. 10
    أخرىThe residue was purified by silica gel column chromatography (chloroform: methanol (50:1))
11. 11
    أخرىcrystallized from isopropyl alcohol

الإجراء التجريبي

A mixture of N-[3-(dimethylamino)propyl]-N′-phenylthiourea (800 mg) obtained in Reference Example 3 as described below and 2-bromo-4′-bromoacetophenone (1.09 g) in ethanol (30 ml) was heated with reflux under nitrogen atmosphere. Nine hours thereafter, the reaction mixture was concentrated under reduced pressure, and to the residue was added a saturated aqueous sodium hydrogen carbonate solution, and the mixture was extracted with chloroform. The organic layer was washed with a saturated brine, dried over sodium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (chloroform: methanol (50:1)), and crystallized from isopropyl alcohol to give the title compound (830 mg)

المصدر