13661-19-3

Upstream product

• 23722-23-8 mesityl-glyoxal-2-hydrazone 
• 162251-04-9 3-mesityl-3-oxo-propionaldehyde 
• 4225-92-7 2-bromo-1-(2,4,6-trimethylphenyl)ethanone 
• 22185-97-3 mesitylglyoxal 
• 15824-04-1 2,4,6-trimethylbenzoic acid hydrazide 

Relevant academic research and scientific papers

40. Diazoaldehyde chemistry: Part 3. Synthesis of 4-acyl-1H-1,2,3-triazole derivatives

Ten new α -diazo-β-oxoaldehydes were condensed with aniline, ammonia, hydroxylamine, and semicarbazide to yield new 4-acyl-(1-substituted)-1H-1,2,3-triazoles in moderate-to-good yields. The method is simple and regiospecific. The latter feature makes this method superior to the widely used acylacetylene + azide approach.

Diazoaldehyde Chemistry. Part 1. Transdiazotization of Acylacetaldehydes in Neutral-to-Acidic Medium. A Direct Approach to the Synthesis of α-Diazo-β-oxoaldehydes

First ever non-deformylating transdiazotization of acylacetaldehydes was achieved: the reactions of 2-azido-1-ethylpyridinium tetrafluoroborate (4) with acylacetaldehydes 3 proceeded partially without deformylation to yield 16 new α-diazo-β-oxoaldehydes 1 along with diazomethyl ketones 2, especially in the presence of NaOAc (Scheme 1, Tables 1 and 2).The product distribution was substituent-dependent and could be correlated quantitatively.This new diazotization reaction appears as an alternative, direct, and more general method for the synthesis of these diazooxoaldehydes. α-Oxocycloalkanecarbaldehydes 5 gave only traces (if any) of α-diazocycloalkanones 7, and rearrangement products 6 were isolated (Scheme 2).Mechanisms of the reactions are discussed (Schemes 4 and 5).