41996-50-3

Upstream product

• 16596-01-3 N,N'-bis(2-methylphenyl)formamidine 
• 16954-74-8 (1,3-dioxoindan-2-ylidene)propanedinitrile 
• 173847-17-1 1-(o-Tolylamino-methyl)-1H-benzoimidazole-2-thiol 

Relevant academic research and scientific papers

Studies with arylaminomethylbenzimidazolethiols: Novel synthesis of 1,3-diazepino- and 1,2,4-triazepino[1,2-a] benzimidazole derivatives

The reaction of 3-(p-substituted arylaminomethyl)benzimidazole-2-thiols 1a,b with tetracyanoethylene (TCNE) afforded 1,3-diazepino[1,2-a]benzimidazole derivatives 8. 2-Hydrazinobenzimidazole 2 reacted with TCNE and dicyanomethyleneindane-1,3-dione (CNIND) to form 1,2,4-triazepino[1,2-a]benzimidazole derivatives 17 and 18.

Reaction of N1,N2-diarylamidines with dicyanomethylene compounds

2-Arylamino-2-(1,3-dioxo-2,3-dihydro-1H-inden-2-ylidene)ethanenitriles 6a-c together with the corresponding formanilides 7a-c have been obtained from the reaction of N1,N2-diarylformamidines 1a-c with 2-(1,3-dioxo-2,3-dihydro-1H-inden-2-ylidene)propanedinitrile 2 in ethyl acetate solution, while the analogous N1,N2-diarylacetamidines 8b-e with 2 gave indenoazepines 17b-e and in two cases 2-arylamino-(1,3-dioxo-2,3-dihydro-1H-inden-2-ylidene)ethanenitriles 6b,c as minor products.In contrast, 2-oxospiro-5'-carbonitriles 22b,c were obtained from the reaction of 8b,c with 2-(2-oxo-2,3-dihydro-1H-indol-2-ylidene)propanedinitrile 18.The structure assignment of spiro compound 22b has been confirmed on the basis of an X-ray crystal structure determination.