- Studies with arylaminomethylbenzimidazolethiols: Novel synthesis of 1,3-diazepino- and 1,2,4-triazepino[1,2-a] benzimidazole derivatives
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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.
- Hassan, Alaa A.
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- Reaction of N1,N2-diarylamidines with dicyanomethylene compounds
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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.
- Doep, Dietrich,Gomaa, Mohsen A.,Henkel, Gerald,El-Din, Ahmed M. Nour
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p. 573 - 576
(2007/10/03)
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