Реакция #1884957

Уравнение реакции

2-(4′-nitrophenyl)-6-methylsulfoxy benzothiazole

SnCl2.2H2O

→

2-(4′-aminophenyl)-6-methylsulfoxy benzothiazole

Выход 65.0%

Растворители

ethanol

Условия реакции

Обработка

1. 1
   ТемператураThe reaction mixture was heated
2. 2
   Температураto reflux for 1.5 hr
3. 3
   ДругоеThe solvent was then removed under reduced pressure
4. 4
   workup.DISSOLUTIONThe residue was dissolved in ethyl acetate (10 mL)
5. 5
   Промывкаwashed with 1N NaOH, water
6. 6
   Сушкаdried over MgSO4
7. 7
   ДругоеEvaporation of the solvent

Методика

To a solution of 2-(4′-nitrophenyl)-6-methylsulfoxy benzothiazole (35 mg, 0.10 mmol) dissolved in ethanol (10 mL) was added SnCl2.2H2O (50 mg). The reaction mixture was heated to reflux for 1.5 hr. The solvent was then removed under reduced pressure. The residue was dissolved in ethyl acetate (10 mL), washed with 1N NaOH, water, dried over MgSO4. Evaporation of the solvent afforded 2-(4′-aminophenyl)-6-methylsulfoxy benzothiazole (21 mg, 65%) as pale brown solid. 1HNMR (300 MHz, CDCl3) δ (ppm): 8.02(d, J=6.2 Hz, 1H), 7.92(d, J=8.7 Hz, 2H), 7.84(d, J=2.4 Hz, 1H), 7.38(dd, J1=2.4 Hz, J2=6.2 Hz, 1H), 6.78(d, J=8.7 Hz, 2H), 2.21(s, 3H, CH3).

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