Reaction of the sodium salts of several hydroxypyrimidines with?,?-dihaloalkanes

Резник, В. С.; Salikhov, I. Sh.; Shvetsov, Yu. S.; Shirshov, A. N.; Bakulin, V. S.; Ivanov, B. E.

doi:10.1007/bf01108204

Cited by 3 publications

(2 citation statements)

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“…(3). A solution of diethyl 2-(dimethylamino)ethylphosphonate (2) Reaction of bromoheptane (7) with phosphate 4. A solution of phosphate 4 (I.48 g, 5.8 retool) and bromide 7 (I.04 g, 5.8 mmol) in ethyl methyl ketone (30 mL) was refluxed for 35 h. The reaction products were isolated as described above.…”

Section: Methodsmentioning

confidence: 99%

Reactions of 1,3-bis(ω-bromoalkyl)-6-methyluracils with 2-(dialkylamino)ethylphosphonates and 2-(dialkylamino)ethyl phosphates

2000

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Section: Methodsmentioning

confidence: 99%

Reactions of 1,3-bis(ω-bromoalkyl)-6-methyluracils with 2-(dialkylamino)ethylphosphonates and 2-(dialkylamino)ethyl phosphates

2000

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“…Upon changing the pH from 1 to 12, the maximum of the absorption band in the UV spectrum of compound V remains unchanged, while that in the spectrum of VI exhibits a bathochromic shift by 32.5 nm, which is characteristic of the 1-and 3-substituted uracil derivatives [5] …”

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confidence: 92%

Synthesis and study of immunotropic and antiinflammatory activity of some pyrimidine derivatives. Part V

et al. 1997

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In continuation of a series of works devoted to the synthesis of new pyrimidine derivatives and study of their immunotropic properties [1 -3], we have obtained a series of sulfur-containing compounds (acyclonucleosides) according to the scheme depicted below.Pyrimidine acyclonucleosides VII-X were obtained by interaction of 6-methyluracil or 5-hydroxy-6-methyluracil with epichlorohydrin (ECH) in the presence of catalytic amounts of potassium carbonate in DMF at 70-80~ [4], followed by the treatment of products III-VI with sodium sulfide.Alkylation of 6-methyluracil by ECH leads to the formation, in addition to compound III, of 1-(2-hydroxy-3-chloropropyl)-6-methyluracil (V) in 8% yield. The reaction of of 5-hydroxy-6-methyluracil with ECH under the same condi-I Institute of Organic Chemistry, Ural Scientific Center, Russian Academy of Sciences, Ufa, Bashkortostan, Russia.tions yields 17% of 3-(2-hydroxy-3-chloropropyl)-5-hydroxy-6-methyluracil (VI) (in addition to compound IV).The positions of substituents in compounds V and VI was confirmed by the data of UV spectroscopy. Upon changing the pH from 1 to 12, the maximum of the absorption band in the UV spectrum of compound V remains unchanged, while that in the spectrum of VI exhibits a bathochromic shift by 32.5 nm, which is characteristic of the 1-and 3-substituted uracil derivatives

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Intramolecular interactions in acyclic and macrocyclic compounds containing nucleotide bases

Семенов

Акамсин

Резник

et al. 2002

Tetrahedron Letters

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Reaction of the sodium salts of several hydroxypyrimidines with?,?-dihaloalkanes

Cited by 3 publications

References 3 publications

Reactions of 1,3-bis(ω-bromoalkyl)-6-methyluracils with 2-(dialkylamino)ethylphosphonates and 2-(dialkylamino)ethyl phosphates

Reactions of 1,3-bis(ω-bromoalkyl)-6-methyluracils with 2-(dialkylamino)ethylphosphonates and 2-(dialkylamino)ethyl phosphates

Synthesis and study of immunotropic and antiinflammatory activity of some pyrimidine derivatives. Part V

Intramolecular interactions in acyclic and macrocyclic compounds containing nucleotide bases

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