Please use this identifier to cite or link to this item: http://hdl.handle.net/10995/27126
Title: A simple means of preparing quinoxaline derivatives: Direct introduction of C-nucleophiles into the quinoxaline nucleus by substituting a hydrogen atom
Authors: Azev, Yu. A.
Oparina, E. D.
Golomolzin, B. V.
Ermakova, O. S.
Bakulev, V. S.
Issue Date: 2013
Citation: A simple means of preparing quinoxaline derivatives: Direct introduction of C-nucleophiles into the quinoxaline nucleus by substituting a hydrogen atom / Yu. A. Azev, E. D. Oparina, B. V. Golomolzin [et al.] // Pharmaceutical Chemistry Journal. — 2013. — Vol. 47. — № 3. — P. 172-175.
Abstract: Unsubstituted quinoxaline (I) reacts with dimedone, indanedione, and 1-phenyl-3-methylpyrazol-5-one in dimethylsulfoxide in the presence of acid to form monosubstitution products II-IV. Quinoxaline reacts with 1,3-dimethylbarbituric acid in dimethylsulfoxide solution at room temperature to form monosubstitution product V without external catalysis. Heating of I with resorcinol in ethanol in the presence of acid produced resorcinol derivative VI. In the presence of base, quinoxaline reacts with 1-phenyl-3-methylpyrazol-5-one to form dipyrazolylmethane VII and tetrapyrazolylethane derivative VIII. Compound VIII undergoes cleavage to form dipyrazolylmethane VII in dimethylformamide solution with boiling or in the presence of iodine at room temperature. © 2013 Springer Science+Business Media New York.
Keywords: QUINOXALINE
REACTIONS WITH NUCLEOPHILES
1 PHENYL 3 METHYLPYRAZOL 5 ONE
1,3 DIMETHYLBARBITURIC ACID
5,5 DIMETHYL 1,3 CYCLOHEXANEDIONE
ALCOHOL
BARBITURIC ACID
DIMETHYL SULFOXIDE
DIPYRAZOLYLMETHANE
HYDROGEN
INDAN 1,2 DIONE
IODINE
KETONE
N,N DIMETHYLFORMAMIDE
NUCLEOPHILE
QUINOXALINE DERIVATIVE
RESORCINOL
TETRAPYRAZOLYLETHANE DERIVATIVE
UNCLASSIFIED DRUG
ARTICLE
CATALYSIS
ROOM TEMPERATURE
URI: http://hdl.handle.net/10995/27126
SCOPUS ID: 84881128087
WOS ID: WOS:000322178900011
PURE ID: 907895
ISSN: 0091-150X
DOI: 10.1007/s11094-013-0919-0
Appears in Collections:Научные публикации, проиндексированные в SCOPUS и WoS CC

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