34001-56-4Relevant academic research and scientific papers
Copper-Catalyzed Regioselective Direct C–H Thiolation and Thiocyanation of Uracils
Noikham, Medena,Yotphan, Sirilata
supporting information, p. 2759 - 2766 (2019/04/08)
A novel copper-catalyzed direct C–H thiolation and thiocyanation of uracils using disulfides and thiocyanate salts respectively as coupling partners are described. These reactions enable the C–H bond cleavage and C–S bond formation to proceed efficiently under relatively mild conditions, providing useful methods for a preparation of a series of thio-substituted at the C5 position of uracil derivatives. These protocols exhibit several merits including simple experimental procedures, readily accessible substrates and reagents, broad scopes, high yields, and excellent regioselectivity. Preliminary mechanistic studies revealed that a radical pathway is likely to be involved.
A preparing method for 3-cyano-2,6-dihydroxypyridine sodium hydrate
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Paragraph 0050-0052, (2018/09/08)
The invention provides a preparing method for 3-cyano-2,6-dihydroxypyridine sodium hydrate and the hydrate can further prepare 3-cyano-2,6-dihydroxypyridine or a monohydrate. Due to the high purity ofthe prepared 3-cyano-2,6-dihydroxypyridine sodium hydrate, the 3-cyano-2,6-dihydroxypyridine or the monohydrate, which has very high purity, can be prepared by adjusting acid or adding water to adjust acid.
Mechanochemical N-alkylation of imides
Bri?, Anamarija,Dud, Mateja,Margeti?, Davor
supporting information, p. 1745 - 1752 (2017/09/27)
The mechanochemical N-alkylation of imide derivatives was studied. Reactions under solvent-free conditions in a ball mill gave good yields and could be put in place of the classical solution conditions. The method is general and can be applied to various imides and alkyl halides. Phthalimides prepared under ball milling conditions were used in a mechanochemical Gabriel synthesis of amines by their reaction with 1,2-diaminoethane.
Synthesis and photophysical evaluations of β-fused uracil-porphyrin derivatives
Carvalho, Carla Marisa Brito,Fujita, Marta Akemi,Brocksom, Timothy John,De Oliveira, Kleber Thiago
, p. 9986 - 9993 (2013/11/06)
New β-fused uracil-porphyrin conjugates were synthesized by the tetramerization of uracil-pyrroles under acidic conditions. Two different synthetic approaches were systematically studied in order to evaluate their efficiency, as well as the possibility to
Regioselective direct C-H arylations of protected uracils. Synthesis of 5- and 6-aryluracil bases
Cernova, Miroslava,Cerna, Igor,Pohl, Radek,Hocek, Michal
experimental part, p. 5309 - 5319 (2011/08/05)
A new regioselective synthesis of 5- and 6-aryluracil bases based on direct C-H arylations of diverse 1,3-protected uracils has been developed. Benzyl-protected uracils were selected as the most practical in terms of stability during the arylation and fac
An expeditious synthesis of pyrrolo[3,4-d]pyrimidine-2,4-dione from uracil
Zimmerman, Michael N.,Nemeroff, Norman H.,Bock, Charles W.,Bhat, Krishna L.
, p. 205 - 211 (2007/10/03)
An efficient, practical and cost effective synthesis of the title compound has been realized from uracil. The key step is the construction of the pyrrole ring using tosylmethylisocyanide (TosMIC) methodology. The structure of uracil, reaction intermediate
Heterocyclic transformations. Part 7. Unprecedented transformations of 1,3-dialkyl-5-formyluracils to 1,3-dialkyl-7-hydroxyquinazolines
Singh, Harjit,Singh, Palwinder,Chimni, Swapandeep Singh,Kumar, Subodh
, p. 2363 - 2368 (2007/10/02)
1,3-Dialkyl-5-formyluracil reacts with ethyl acetoacetate, acetylacetone, benzoylacetone, acetoacetamide and acetoacetanilide under phase transfer catalytic conditions to provide exclusively the annulation products: 6-substituted-1,3-dialkyl-7-hydroxyquinazolines or/and also 4-hydroxybenzamide derivatives.Similar reaction with cyanoacetamide provides 6-cyano-7-hydroxy-1,3-dimethylpyridopyrimidine.The reaction mechanism prevailing in these reactions has been rationalized.
A useful methodology for the regioselective deprotection of 1,3-dibenzyluracils
Botta,Summa,Saladino,Nicoletti
, p. 2181 - 2187 (2007/10/02)
A practical, regioselective N-1 deprotection of 1,3-dibenzyl uracils 2 a-e is described. The same experimental procedure and longer reaction time afforded the complete deprotection of the uracils.
The photocycloaddition reactions of uridine and related compounds with 2,3-dimethyl-2-butene
Ishikawa,Itoh,Takayanagi,Oshima,Kawahara,Mizuno,Ogura
, p. 1922 - 1930 (2007/10/02)
The photochemical reactions of uracil and 5-fluorouracil derivatives with simple alkenes have been investigated. Photocycloaddition of uracil or 5-fluorouracil derivatives and 2,3-dimethyl-2-butene in acetone gave an enantiomeric mixture of cross cycloadducts (4, 7) in moderate yields. Under similar conditions, diastereomers of 4-substituted 7,7,8,8-tetramethyl-cis-2,4-diazabicyclo[4.2.0]octane-3,5-dione nucleosides (14-17) were formed from uridine or 5-fluorouridine derivatives in good yields. The structures and stereochemistry of these cycloadducts of the nucleoside series were elucidated on the basis of the proton nuclear magnetic resonance spectra and X-ray crystallographic analysis.
