51688-22-3Relevant academic research and scientific papers
Imidazo-oxazinone compound as well as preparation method and application thereof
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Paragraph 0108; 0133; 0135; 0136, (2016/10/17)
The invention provides an imidazo-oxazinone compound as well as a preparation method and application thereof. The imidazo-oxazinone compound has a structure shown in a formula (I). A series of imidazo-oxazinone compounds are synthesized by using a microwa
METHOD FOR CARRYING OUT THE CATALYST-FREE PRODUCTION OF O-ALKYL-N-CYANOFORMIMIDATES
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Page/Page column 6, (2008/06/13)
The invention relates to a method for producing O-alkyl-N-cyanoformimidates, during which the reaction of cyanamide with orthoformic acid alkyl esters ensues with a molar ratio of 1: 0.8 to 10.0 without the addition of a catalyst, at pressures ranging from 0.1 to 10 bar, and at a temperature ranging from 40 to 180 °C. It is advantageous to remove alkanol formed during the reaction from the reaction mixture and to work, by and large, without using solvents. The product is obtained in very good yields and with utmost purity in a technically simple manner under environmentally friendly conditions.
Chemical Modification of Nucleic Acid Components: Reactions of Cytosine, Cytidine, Isocytosine, and Adenine with Methyl N-Cyanomethanimidate
Hosmane, Ramachandra S.,Leonard, Nelson J.
, p. 1457 - 1465 (2007/10/02)
Reaction products of cytosine, cytidine, isocytosine, and adenine with methyl N-cyanomethanimidate (1) are reported.Thus, the reactions of cytidine and cytosine with 1 yielded (6,7-dihydro-6-oxo-7-β-D-ribofuranosyl-4H-pyrimido-1,3,5-triazin-4-ylidene)guanidine (4) and (6,7-dihydro-6-oxo-4H-pyrimido-1,3,5-triazin-4-ylidene)guanidine (5), respectively.The interrelationship between the two compounds was established by deribosidation of 4.The reaction of 1 with isocytosine gave two isomeric products: (6-oxo-6H-pyrimido-1,3,5-triazin-4-yl)guanidine (9) and (8-oxo-8H-pyrimido-1,3,5-triazin-4-yl)guanidine (10).The two products were differentiated by several means, including dehydrative cyclization of 9.Adenine and 1 also gave three products: N6-adenine (21) and two fluorescent isomers, (7H-1,3,5-triazinopurin-7-ylidene)guanidine (20) and (9H-1,3,5-triazinopurin-9-ylidene)guanidine (22).The structures of the products were established by 1H and 13C NMR, IR, UV, and mass spectral analyses and, where necessary, by unequivocal syntheses.The source of the incorporation of a cyanamide unit into the structures of the final products (e.g., 4, 5, 9, 10, 20, and 22) was explored by studying the behavior of the reagent 1 toward nucleophiles, e.g., H2O (D2O), and by isolation of the major byproducts of the reactions.The fluorescence spectral data for the final compounds are also reported.The compounds from isocytosine, 9 and 10, and one from adenine, 22, exhibit exceptionally large Stokes shifts.
