Reaktion #62958

Reaktionsgleichung

benzofurazan 1-oxide

nitroethane

diethylamine

→

2-methyl-1-hydroxy-1-H-benzimidazole 3-oxide

Ausbeute 58.5%

Lösungsmittel

tetrahydrofuran

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONTo this mixture there is added at room temperature
2. 2
   SonstigeAn instantaneous exothermic reaction
3. 3
   Sonstige(40° C.)
4. 4
   Sonstigethe product crystallizes from the solution
5. 5
   workup.WAITto stand overnight at room temperature
6. 6
   Filtrationfiltered

Vorschrift

In the typical procedure, 0.1 mole of benzofurazan 1-oxide and 0.12 mole of nitroethane is dissolved at 100 ml. of tetrahydrofuran. To this mixture there is added at room temperature, 0.12 mole of diethylamine over a period of 0.5 hour. An instantaneous exothermic reaction is observed (40° C.) and within one hour, the product crystallizes from the solution. The solution is allowed to stand overnight at room temperature and filtered to yield 9.6 grams of 2-methyl-1-hydroxy-1-H-benzimidazole 3-oxide (Table I, Example 2). The product can be rectystallized from methanol.

Quelle