Reactions of uracils, 181

Reaction of 5-formyl-1, 3-dimethylbarbituric acid and 5-formyl-l, 3, 6-trimethyluracil with ethoxycarbonylmethylenetriphenylphosphorane

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3 Citations (Scopus)

Abstract

Ethoxycarbonylmethylenetriphenylphosphorane (2) reacts with 5-formyl-l, 3, 6-trimethyluracil (1c) in the expected way to afford the acrylate 3c, while with 5-formyl-l, 3-dimethylbarbituric acid (1b) a novel phosphorus ylide/phosphorane 4 is obtained (X-ray analysis). The temperature dependent NMR spectra and the mechanism of formation are discussed.

Original languageEnglish
Pages (from-to)323-328
Number of pages6
JournalPhosphorus, Sulfur and Silicon and Related Elements
Volume63
Issue number3-4
DOIs
Publication statusPublished - Dec 1 1991

Fingerprint

Phosphoranes
Uracil
X ray analysis
Phosphorus
Nuclear magnetic resonance
X-Rays
Temperature
Acids
acrylic acid
1,3-dimethylbarbituric acid

Keywords

  • 5-formyl-l, 3, 6-trimethyluracil
  • 5-Formyl-l, 3-dimethylbarbituric acid
  • ethoxycarbonylmethylenetriphenylphosphorane
  • Wittig reaction; phosphorus ylide

ASJC Scopus subject areas

  • Biochemistry
  • Inorganic Chemistry
  • Organic Chemistry

Cite this

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title = "Reactions of uracils, 181: Reaction of 5-formyl-1, 3-dimethylbarbituric acid and 5-formyl-l, 3, 6-trimethyluracil with ethoxycarbonylmethylenetriphenylphosphorane",
abstract = "Ethoxycarbonylmethylenetriphenylphosphorane (2) reacts with 5-formyl-l, 3, 6-trimethyluracil (1c) in the expected way to afford the acrylate 3c, while with 5-formyl-l, 3-dimethylbarbituric acid (1b) a novel phosphorus ylide/phosphorane 4 is obtained (X-ray analysis). The temperature dependent NMR spectra and the mechanism of formation are discussed.",
keywords = "5-formyl-l, 3, 6-trimethyluracil, 5-Formyl-l, 3-dimethylbarbituric acid, ethoxycarbonylmethylenetriphenylphosphorane, Wittig reaction; phosphorus ylide",
author = "P. M{\'a}tyus",
year = "1991",
month = "12",
day = "1",
doi = "10.1080/10426509108036836",
language = "English",
volume = "63",
pages = "323--328",
journal = "Phosphorus, Sulfur and Silicon and the Related Elements",
issn = "1042-6507",
publisher = "Taylor and Francis Ltd.",
number = "3-4",

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T1 - Reactions of uracils, 181

T2 - Reaction of 5-formyl-1, 3-dimethylbarbituric acid and 5-formyl-l, 3, 6-trimethyluracil with ethoxycarbonylmethylenetriphenylphosphorane

AU - Mátyus, P.

PY - 1991/12/1

Y1 - 1991/12/1

N2 - Ethoxycarbonylmethylenetriphenylphosphorane (2) reacts with 5-formyl-l, 3, 6-trimethyluracil (1c) in the expected way to afford the acrylate 3c, while with 5-formyl-l, 3-dimethylbarbituric acid (1b) a novel phosphorus ylide/phosphorane 4 is obtained (X-ray analysis). The temperature dependent NMR spectra and the mechanism of formation are discussed.

AB - Ethoxycarbonylmethylenetriphenylphosphorane (2) reacts with 5-formyl-l, 3, 6-trimethyluracil (1c) in the expected way to afford the acrylate 3c, while with 5-formyl-l, 3-dimethylbarbituric acid (1b) a novel phosphorus ylide/phosphorane 4 is obtained (X-ray analysis). The temperature dependent NMR spectra and the mechanism of formation are discussed.

KW - 5-formyl-l, 3, 6-trimethyluracil

KW - 5-Formyl-l, 3-dimethylbarbituric acid

KW - ethoxycarbonylmethylenetriphenylphosphorane

KW - Wittig reaction; phosphorus ylide

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