Реакция #62069

Уравнение реакции

1-bromo-7-nitro-thianthrene

→

title compound

Выход 104.0%

6-Bromo-thianthren-2-ylamine

Выход 104.0%

Растворители

acetic acid

Условия реакции

Обработка

1. 1
   ДругоеAfter one hour the ice bath was removed
2. 2
   workup.WAITthe solution was left
3. 3
   Другоеto react overnight at room temperature
4. 4
   ФильтрацияThe mixture was filtered through a pad of Celite
5. 5
   Промывкаwashed with copious amount of dichloromethane
6. 6
   Другоеthe filtrate was evaporated in vacuo
7. 7
   workup.ADDITIONWater was added (500 ml) to the residue
8. 8
   workup.ADDITIONthe pH was adjusted to pH 8 by addition of concentrated ammonia
9. 9
   ДругоеThe solid formed
10. 10
    Фильтрацияwas filtered
11. 11
    Другоеdried in a vacuum desiccator

Методика

Zn dust (144.1 g, 2.2 mol) was added to a stirred solution of 1-bromo-7-nitro-thianthrene (125 g, 367.4 mmol) in glacial acetic acid (500 ml at 0° C. (ice bath). After one hour the ice bath was removed and the solution was left to react overnight at room temperature. The mixture was filtered through a pad of Celite and washed with copious amount of dichloromethane and the filtrate was evaporated in vacuo. Water was added (500 ml) to the residue and the pH was adjusted to pH 8 by addition of concentrated ammonia. The solid formed was filtered and dried in a vacuum desiccator to give the title compound (118.5 g) and was used without any further purification. m/z (LC-MS, ESP), RT=4.92, (M++1)=310-312 (1:1, bromine isotope ratio present)

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