تفاعل #79251

معادلة التفاعل

1-{5-Bromo-2-[(3-chloropropyl)sulfanyl]phenyl}hydrazine

4-piperidone monohydrate

HCl

→

9-bromo-6-[(3-chloropropyl)sulfanyl]-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole

المردود 58.0%

المذيبات

EtOH

ظروف التفاعل

المعالجة

1. 1
   workup.ADDITIONConc. Hcl (0.2 mL, 2.4 mmol) were added
2. 2
   درجة الحرارةThe reaction was refluxed for 18 hrs
3. 3
   ترشيحThe ppt was collected by filtration
4. 4
   غسيلthe residue was washed with EtOH (3mL)

الإجراء التجريبي

1-{5-Bromo-2-[(3-chloropropyl)sulfanyl]phenyl}hydrazine hydrochloroide (784 mg, 2.4 mmol) and 4-piperidone monohydrate.HCl (398 mg, 2.6) were dissolved in EtOH (5mL). Conc. Hcl (0.2 mL, 2.4 mmol) were added. The reaction was refluxed for 18 hrs and then cooled to rt. The ppt was collected by filtration and the residue was washed with EtOH (3mL). 9-bromo-6-[(3-chloropropyl)sulfanyl]-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole hydrochloroide (500.4 mg, 58%) was isolated as a white powder. 1H NMR (CD3OD, 300 Mhz) δ7.18 (d, 1H, 8.0 Hz), 7.12 (d, 1H, 8.0 Hz), 4.73 (s, 2H), 3.64 (t, 2H, 6.6 Hz), 3.58 (t, 2H, 6.3 Hz), 3.16 (t, 2H, 6.3 Hz), 3.02 (t, 2H, 6.6 Hz), 1.87-1.96 (m, 2H) ppm.

المصدر