Nitroethane → 1-Hydroxy-2-methyl-3-oxidobenzimidazol-3-ium

HRID 34680

Reaktionsgleichung

Reaktionsgleichung von HRID 34680
[N+:1]1([O-:10])[O:5][N:4]=[C:3]2[CH:6]=[CH:7][CH:8]=[CH:9][C:2]=12.[N+]([CH2:14][CH3:15])([O-])=O.C(NCC)C>O1CCCC1>[CH3:14][C:15]1[N:4]([OH:5])[C:3]2[CH:6]=[CH:7][CH:8]=[CH:9][C:2]=2[N+:1]=1[O-:10]

Komponenten

5

Edukt 3

HCID 6587NitroethaneHCID 8021DiethylamineHCID 68075Benzofuroxan

Produkt 1

HCID 14762771-Hydroxy-2-methyl-3-oxidobenzimidazol-3-iumAusbeute 58,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

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.

Aufarbeitung

  1. additionTo this mixture there is added at room temperature
  2. customAn instantaneous exothermic reaction
  3. custom(40° C.)
  4. customthe product crystallizes from the solution
  5. waitto stand overnight at room temperature
  6. filtrationfiltered

Quellen und Nachweise

ORD-Eintrag
ord-30e2e597742e44bcb9f8d17534a43186
Quelldatensatz
uspto-grants-1988_08
Patentnummer
US04762870

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