Research on nitrogen containing heterocyclic compounds.XIX: Synthesis of 8H-imidazo[2,1-c]-s-triazolo[4,3-a]-[1,4]benzodiazepine and its 1-derivatives

Autor:	Giorgio Stefancich, Romano Silvestri, Marino Artico
Rok vydání:	1993
Předmět:	chemistry.chemical_classification Benzodiazepine Sodium ethoxide medicine.drug_class Potassium Organic Chemistry Iodide chemistry.chemical_element Selective catalytic reduction Medicinal chemistry Chloride chemistry.chemical_compound chemistry medicine Nitro Lactam medicine.drug
Zdroj:	Journal of Heterocyclic Chemistry. 30:529-532
ISSN:	1943-5193 0022-152X
DOI:	10.1002/jhet.5570300243
Popis:	Reaction of 2-nitrobenzyl iodide with 1H-imidazole, in the presence of potassium tert-butoxide and 18-crown-6, gave 1-(2-nitrobenzyl)-1H-imidazole. Trichloroacetylation of this compound furnished trichloroacet-ylimidazole 8, which on treatment with sodium ethoxide was transformed into the corresponding ethoxycarbonyl derivative 9. Catalytic reduction of the nitro group to the amino group yielded 10, which was then cyclized to 10,11-dihydro-11-oxo-5H-imidazo[2,1-c][1,4]benzodiazepine 11. Treatment of this lactam with di-4-morpholinylphosphinic chloride followed by reaction of the intermediate 12 with formylhydrazine gave the title compound or its 1-derivatives when acetylhydrazine or isonicotinoylhydrazine were used instead of formylhydrazine.
Databáze:	OpenAIRE
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