65814-57-5

Upstream product

• 1388174-16-0 methyl 2-isocyano-2-(p-tolyl)acetate 
• 369-57-3 benzenediazonium tetrafluoroborate 
• 874-60-2 4-methyl-benzoyl chloride 
• 100-63-0 phenylhydrazine 
• 39719-02-3 N-Phenyl-N'-p-toluoylhydrazin 
• 616-47-7 1-methyl-1H-imidazole 
• 25939-01-9 p-toluoyl chloride phenylhydrazone 
• 65748-25-6 phenyldiazen-1-ium-1-ylidene p-tolyl methanide 
• 83326-45-8 6-Imino-1-phenyl-2-p-tolyl-1,6-dihydro-pyrimidine-5-carbonitrile 

Relevant academic research and scientific papers

Metal-free Decarboxylative Annulation of 2-Aryl-2-isocyano-acetates with Aryldiazonium Salts: General Access to 1,3-Diaryl-1,2,4-triazoles

Isocyanoacetates are versatile substrates for the synthesis of heterocyclic compounds, but the concomitant decarboxylation remains rare. Herein we report a decarboxylative annulation reaction of 2-aryl-2-isocyanoacetates with aryldiazonium salts. This metal-free, base-promoted protocol allows for the access to a broad collection of 1,3-diaryl-1,2,4-triazoles, including chiral triazole-based binaphthalene ligands, drug mimics, and synthetic intermediates of druglike molecules. (Figure presented.).

A formal [3+2] cycloaddition reaction of: N -methylimidazole as a masked hydrogen cyanide: Access to 1,3-disubstitued-1 H -1,2,4-triazoles

N-Methylimidazole (NMI) can act as a masked HCN in the synthesis of 1,3-disubstitued-1H-1,2,4-triazoles via a formal cycloaddition reaction of hydrazonoyl chloride with NMI. The product was proved to be formed via an initial nucleophilic substitution of hydrazonoyl chloride with NMI following cyclization and two sequential C-N bond cleavages. This journal is

REACTIVITE DE LA N-ETHOXYCARBONYL-N-(2,2,2-TRICHLOROETHYLIDENE)AMINE AVEC LES PRECURSEURS DE QUELQUES DIARYLNITRILIMINES ET QUELQUES ARYLNITRILOXYDES

The reaction of diarylnitrilimines 2 with N-ethoxycarbonyl-N-(2,2,2-trichloroethylidene)amine 1 gives substituted 1,2,4-triazolines 4.With the arylnitriloxides precursors 3, the cycloaddition reaction competes with a nucleophilic addition leading to a mixture of substituted 1,2,4-oxadiazoline 6 and ethyl 1-O-(α-chloroaraldoximino)-2,2,2-trichloroethylcarbamate 7.

SYNTHESIS OF TRIAZOLES AND OXADIAZOLES FROM 2-ARYL-3-PHENYL-4-IMINO-5-CYANO-3,4-DIHYDROPYRIMIDINES

2-Aryl-3-phenyl-4-imino-5-cyano-3,4-dihydropyrimidines I were transformed to 1,2,4-triazoles II,IV and 1,2,4-oxadiazoles III by treatment with hydrazine, arylhydrazines or hydroxylamine in yields up to 90percent.