Ring closure of diethyl 2-methoxy-2-[N-(5-amino-1-benzylimidazolyl-4-carbonyl)amino]malonate: Product structures and pathways of product formation |
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| Authors: | Anila Bhan Ramachandra S. Hosmane Hongming Zhang Narayan S. Hosmane |
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| Affiliation: | (1) Department of Chemistry, Southern Methodist University, Dallas, Texas;(2) Laboratory for Drug Design and Synthesis, Department of Chemistry and Biochemistry, University of Maryland Baltimore County, 21228 Baltimore, Maryland |
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| Abstract: | Ring closure of the title compound (1) with sodium methoxide in methanol yielded three products, one 5 6-fused and two 57-fused heterocyclic systems: 9-benzyl-2-methoxycarbonylhypoxanthine (2), 3-benzyl-4,5,7,8-tetrahydro-6-methoxy-6-methoxycarbonyl-6H-imidazo[4,5-e][1,4]-diazepine-5,8-dione (3), and 3-benzyl-4,5,7,8-tetrahydro-6-methoxy-6H-imidazo[4,5-e][1,4]-diazepine-5,8-dione (4). Structures and pathways of formation of all three products have been described. Structures of2 and3 were confirmed by single-crystal X-ray diffraction analyses. |
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| Keywords: | Imidazoles purines imidazol[4,5-e][1,4]diazepines X-ray crystallography |
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