Multicomponent condensation of cyanothioacetamide, carbonyl compounds, enamines and alkylating reagents initiated by the Knoevenagel reaction led to the formation of 2-thionicotinonitriles. The molecular and crystal structure of the prepared products was studied by single crystal X-ray diffraction method.
The multicomponent condensation of aromatic aldehydes, cyanothioacetamide, 1-(cyclohex-1-en-1-yl)azepine, and α-halocarbonyl compounds was studied. As a result, new derivatives of partially hydrogenated quinolines were synthesized. The molecular and crystal structures of a number of the synthesized heterocycles were studied X-ray analysis.
February 2021 marked the 160th anniversary of the birth of N.D. Zelinskii, who worked for more than 50 years at Moscow University and headed a large school of organic chemists. The present historical sketch of the life and scientific achievements of Nikolai Zelinskii highlights his contribution to the development of catalysis, petroleum chemistry, and hydrocarbon chemistry, as well as the wide range of his interests in the field of organic chemistry.
Multicomponent condensations of activated olefins, functionalized CH-acids, and alkylating reagents, which open up the possibility of preparing derivatives of substituted 2-pyridones, have been studied. The structure of some compounds has been confirmed by X-ray diffraction analysis.
Multicomponent condensation of cyanothioacetamide, 4-fluoro-2-methylbenzaldehyde, methyl 4-methyl-3-oxopentanoate, and 3-(2-bromoacetyl)-2 H -chromen-2-one afforded a new heterocyclic system, substituted chromeno[3″,4″:5′,6′]pyrido[2′,3′:4,5]thieno[3,2- e ]pyridine. The molecular and crystal structures of the product were determined by X-ray analysis.
The condensation of salicylaldehyde with CH acids [ p -methoxyacetoacetanilide, ethyl 3-amino-3-sulfanylidenepropanoate, 3-amino- N -aryl-3-sulfanylidenepropanamides, and ethyl 2-(1,3-thiazol-2- and -4-yl)acetates] afforded 3-substituted chromen-2-ones. Some properties of the products were studied. The structures of 3-[4-(4-chlorophenyl)-1,3-thiazol-2-yl]-2 H -chromen-2-one, 2-oxo-2 H -chromene-3-carboxamide, and 2-imino- N -(2-methoxyphenyl)-2 H -chromene-3-carboxamide were determined by X-ray analysis.
(2 E ,2′ E )-3,3′-(Propane-1,3-diyl)bis[oxy(4,1-phenylene)]bis[2-(4-aryl-1,3-thiazol-2-yl)acrylonitriles] and functionally substituted pyridines and fused pyrans containing a 3-[1,3-thi(selen)azol-2-yl]-substituent were synthesized by multicomponent condensations initiated by the Knoevenagel reaction. The structures of 2-amino-5-oxo-4-(1-phenylethyl)-4,5-dihydropyrano[3,2- c ]chromene-3-carbonitrile and 2-amino-7-hexyloxy-4-cyclohexyl-4 H -chromene-3-carborutrile were studied by X-ray diffraction analysis.
Конденсация малононитрила, сероводорода и альдегидов в присутствии триэтиламина в этаноле при комнатной температуре приводит к 4-алкил(арил, гетарил)-2,6-диамино-3,5-дициано- 4Н-тиопиранам. При обработке последних in situ щелочью в ДМФА и добавлении алкилирующих агентов образуются 4-алкил(арил, гетарил)-2-алкоксикарбонил(ароил, карбамоил)-3,6-диамино- 5-цианотиено[2,3-b]пиридины.