An Unprecedented Study of the Rearrangement of 5,5-Diazidobarbituric Acids under Various Conditions-Reference-Cited by-同舟云学术

An Unprecedented Study of the Rearrangement of 5,5-Diazidobarbituric Acids under Various Conditions

Published:2006-09 Issue:9 Volume:2006 Page:609-611
ISSN:1747-5198
Container-title:Journal of Chemical Research
language:en
Short-container-title:Journal of Chemical Research

Author:

Khattab Ahmed F.¹,Kappe Thomas²

Affiliation:

1. Chemistry Department, Faculty of Science, Monoufiya University, Shebien El-Koam, Egypt

2. Institute of Organic Chemistry, Karl-Franzens-University, A-8010 Graz, Austria

Abstract

The unexpected parabanic acid derivatives 6a,b were obtained via unprecedented rearrangement of 5,5-diazidobarbituric acids 2a,b upon stirring in water at 50-60°C. Themolysis of diazides 2a,b in benzyl alcohol at 120–130°C afforded the tetrazole derivative 11 and/or benzyl allophanate 14.

Publisher

SAGE Publications

Subject

General Chemistry

Link

http://journals.sagepub.com/doi/pdf/10.3184/030823406778521419

Reference14 articles.

1. Reactions of trimethylsilyl azide with aldehydes: facile and convenient syntheses of diazides, tetrazoles, and nitriles

2. Selective Formation of Alkyl Azides Using Trimethylsilyl Azide and Carbonyl Compounds

3. Synthesis of 6-oxa-1,5-pentamethylenetetrazoles (sugar tetrazoles)

4. Photolysis of sugar anomeric diazides: Sugar-derived tetrazoles as evidences for a major nitrene decomposition pathway

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