Detailed Studies of the Alkylation Sides of Pyridin-2-yl and 4,6-Dimethylpyrimidin-2-yl-cyanamides
Alexander S. Shestakov
Department of Chemistry, Voronezh State University, Universitetskaya pl. 1, Voronezh, 394006 Russia
Search for more papers by this authorCorresponding Author
Amr H. Moustafa
Department of Chemistry, Faculty of Science, Sohag University, 82524 Sohag, Egypt
E-mail: [email protected]Search for more papers by this authorIvan S. Bushmarinov
A.N. Nesmeyanov Institute of Organoelemental Compounds, RAS, Vavilov St., Moscow, 119991 Russia
Search for more papers by this authorAlexander S. Goloveshkin
A.N. Nesmeyanov Institute of Organoelemental Compounds, RAS, Vavilov St., Moscow, 119991 Russia
Search for more papers by this authorAlexey V. Shapovalov
A.N. Nesmeyanov Institute of Organoelemental Compounds, RAS, Vavilov St., Moscow, 119991 Russia
Search for more papers by this authorKhidmet S. Shikhaliev
Department of Chemistry, Voronezh State University, Universitetskaya pl. 1, Voronezh, 394006 Russia
Search for more papers by this authorMikhail A. Prezent
N.D. Zelinsky Institute of Organic Chemistry, RAS, Leninsky prosp. 47, Moscow, 119991 Russia
Search for more papers by this authorOleg E. Sidorenko
Department of Chemistry, Voronezh State University, Universitetskaya pl. 1, Voronezh, 394006 Russia
Search for more papers by this authorAlexander S. Shestakov
Department of Chemistry, Voronezh State University, Universitetskaya pl. 1, Voronezh, 394006 Russia
Search for more papers by this authorCorresponding Author
Amr H. Moustafa
Department of Chemistry, Faculty of Science, Sohag University, 82524 Sohag, Egypt
E-mail: [email protected]Search for more papers by this authorIvan S. Bushmarinov
A.N. Nesmeyanov Institute of Organoelemental Compounds, RAS, Vavilov St., Moscow, 119991 Russia
Search for more papers by this authorAlexander S. Goloveshkin
A.N. Nesmeyanov Institute of Organoelemental Compounds, RAS, Vavilov St., Moscow, 119991 Russia
Search for more papers by this authorAlexey V. Shapovalov
A.N. Nesmeyanov Institute of Organoelemental Compounds, RAS, Vavilov St., Moscow, 119991 Russia
Search for more papers by this authorKhidmet S. Shikhaliev
Department of Chemistry, Voronezh State University, Universitetskaya pl. 1, Voronezh, 394006 Russia
Search for more papers by this authorMikhail A. Prezent
N.D. Zelinsky Institute of Organic Chemistry, RAS, Leninsky prosp. 47, Moscow, 119991 Russia
Search for more papers by this authorOleg E. Sidorenko
Department of Chemistry, Voronezh State University, Universitetskaya pl. 1, Voronezh, 394006 Russia
Search for more papers by this authorAbstract
Pyridin-2-yl- and 4,6-dimethylpyrimidin-2-yl-cyanamides entered into an alkylation reaction in the form of sodium salts. Pyridin-2-yl cyanamide 2 was alkylated at endo-nitrogen atom of pyridine ring, while 4,6-dimethylpyrimidin-2-yl cyanamide 1 was effectively alkylated at exo-nitrogen atom of amino cyanamide group. The alkylation of cyanamides 1 and 2 with phenacylbromide gave the corresponding acetophenone derivatives. As a result of their intramolecular cyclization reactions 3-(4,6-dimethylpyrimidin-2-yl)-5-phenyloxazol-2(3H)-imine in the case of cyanamide 1 and 2-amino-3-benzoylimidazo[1,2-a]pyridine in the case of cyanamide 2 were formed. The alkylated derivatives of pyridin-2-ylcyanamide 2 possess visible blue fluorescence with the main peak at 421 – 427 nm.
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