33001-47-7

Upstream product

• 127745-39-5 methyl 2-cyano-2-(hydroxyimino)acetate 
• 98-59-9 p-toluenesulfonyl chloride 
• 922-67-8 propynoic acid methyl ester 
• 158615-33-9 4-Cyano-3-(toluene-4-sulfonyloxy)-4,5-dihydro-3H-[1,2,3]triazole-4-carboxylic acid methyl ester 
• 79823-57-7 C₄H₃N₂O₃^(1-)*Na⁽¹⁺⁾ 

Downstream Products

• 158615-33-9 4-Cyano-3-(toluene-4-sulfonyloxy)-4,5-dihydro-3H-[1,2,3]triazole-4-carboxylic acid methyl ester 
• 117286-44-9 cyano-2-(dimethyl-4,5-morpholino-2cyclohexenylimino-1)-2-acetate de methyle 
• 49845-14-9 cyano-(2-morpholin-4-yl-cyclohex-1-enylimino)-acetic acid methyl ester 
• 32418-04-5 5-methoxy-2-phenyl-1,3-oxazole-4-carbonitrile 

Relevant academic research and scientific papers

Evolution thermique et photochimique des triazolines resultant de l'addition des diazocomposes aux esters d'oximino-malonodinitriles, oximino-cyanoacetates et oximino-malonates de methyle

Thermolysis of 1,2,3-triazolines 4,5,6 leads to the corresponding aziridines only when X=Y=CO2Me, and then with a very low yield.However, photolysis or evolution in the presence of trifluoroacetic acid gives good results when carried out at sufficiently low temperature.The thermolysis study of 4-6 shows a new route to 1,2,3-triazoline decomposition that has not yet been mentioned in the literature.The easy elimination of the paratoluenesulfonate or benzoate group explains this particular behaviour.

SYNTHESE DE 1,2,3-TRIAZOLINES PAR CYCLOADDITION DIPOLAIRE-1,3 DE DIAZOALCANES A DES ESTERS D'OXIMES

Oximino-cyanacetic or malonesters 1, 2, 3 and 4 lead with diazoalcanes RCHN2 (R = H, CH3, Ph) to 1,2,3-triazolines.These triazolines present a low stability, however they are obtained crystallized with good yields.They are fully characterized and orientation of the cycloaddition is established.

Condensations with Oxime O-Sulfonates, I. - Synthesis of 2-Amino-4,5-dihydro-4,5-diimino-1H-pyrrole-3-carboxylates

The reaction of the oxime O-tosylates 1 with amidinoacetic acid esters 2 does not lead to the expected pyrazines 4, but rather to the novel 4,5-dihydro-1H-pyrrole-3-carboxylates 8 (= 2-pyrroline-3-carboxylates) by rearrangement via 7.The hydrolysis of the pyrroles 8 and their reactions with amines have been studied.