A two-step synthesis of diaminofurazan and synthesis of N-monoarylmethyl and N,N′-diarylmethyl derivatives
✍ Scribed by Alexander K. Zelenin; Mark L. Trudell
- Publisher
- Journal of Heterocyclic Chemistry
- Year
- 1997
- Tongue
- English
- Weight
- 277 KB
- Volume
- 34
- Category
- Article
- ISSN
- 0022-152X
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✦ Synopsis
Abstract
Diaminofurazan (1) was synthesized from glyoxal (2) by an improved two‐step procedure. The N‐mono‐arylmethyl derivatives 4a‐e and N‐N'‐diarylmethyl derivatives 5a‐e of 1 were prepared in good yields by reductive alkylation with the corresponding aryl aldehydes.
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The reaction o f amnonia-l5N w i t h benzaldehyde i n 50% aq. methanol followed by slow removal o f solve t l e d t o a high y i e l d o f a c r y s t a l l i n e product (benzylimine-r5N). On reduction with sodium cyanoborohydride a good y i e l d o f benzylamine-15N was obtained. The syntheti c u