2001
DOI: 10.1107/s1600536801020669
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4-(4-Methoxybenzoyl)-5-(4-methoxyphenyl)-2,3-dihydro-2,3-furandione

Abstract: Key indicatorsSingle-crystal X-ray study T = 293 K Mean '(C±C) = 0.005 A Ê R factor = 0.045 wR factor = 0.116 Data-to-parameter ratio = 10.2 For details of how these key indicators were automatically derived from the article, see http://journals.iucr.org/e. # 2002 International Union of Crystallography Printed in Great Britain ± all rights reservedThe title compound, C 19 H 14 O 6 , is a derivative of 2,3-dioxo-2,3dihydrofuran. The furan ring is essentially planar and the phenyl rings in the methoxyphenyl and … Show more

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Cited by 15 publications
(11 citation statements)
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“…1). An equimolar mixture of the 2,3-furandione (0.50 g, 1.63 mmol), www.crt-journal.org easily obtained from oxalyl chloride and 1,3-bis(4-methylphenyl)propane-1,3-dione, similarly given in Reference [9,10], and N-allylthiourea (0.19 g, 1.63 mmol) were refluxed in 30 mL boiling benzene for 4 h. After evaporation of the solvent, the oily residue was treated with a dry diethyl ether/methanol (2:1) solution to give a yellow precipitate of the compound, which was filtered off and recrystallized from acetic acid and dried on P 2 O 5 . M.p.…”
Section: Methodsmentioning
confidence: 99%
“…1). An equimolar mixture of the 2,3-furandione (0.50 g, 1.63 mmol), www.crt-journal.org easily obtained from oxalyl chloride and 1,3-bis(4-methylphenyl)propane-1,3-dione, similarly given in Reference [9,10], and N-allylthiourea (0.19 g, 1.63 mmol) were refluxed in 30 mL boiling benzene for 4 h. After evaporation of the solvent, the oily residue was treated with a dry diethyl ether/methanol (2:1) solution to give a yellow precipitate of the compound, which was filtered off and recrystallized from acetic acid and dried on P 2 O 5 . M.p.…”
Section: Methodsmentioning
confidence: 99%
“…Method II: From 1H-pyrazole-3-carboxylic acid chloride (2) Appropriate amounts of the acid chloride 2 (0.50 g, 1.30 mmol) and the corresponding aminophenol derivatives 3 (molar ratio 1:1) were dissolved in benzene or toluene and refluxed with no catalytic amounts of pyridine for 5-7 h. Then the solution was cooled to room temperature and the corresponding reaction products 4 were obtained after evaporation of the solvent and triturating with diethyl ether or petroleum ether. After suction filtration the crude products 4 either were recrystallized from the suitable alcohol or washed carefully with nonpolar solvents and dried.…”
Section: Calculation Methodsmentioning
confidence: 99%
“…The cyclocondensation reaction of 1,3-diones (diaroylmethanes) with oxalyl chloride represents a convenient synthesis of furan-2,3-dione systems [1,2] belonging to an important group of oxygen-containing heterocyclic starting materials that has in general been widely explored during the last few decades [3,4]. On the other hand, 2,3-dihydrofuran-2,3-diones have been used successfully in the syntheses of various heterocycles for a long time [5].…”
Section: Introductionmentioning
confidence: 99%
“…The 4-aroyl-5-aryl-2,3-dihydro-2,3-furandiones are obtained starting from 1,3-dicarbonyl compounds with oxalyl halides'" 5 . In general, 2,3-furandiones are considered convenient and versatile synthons in heterocyclic synthesis.…”
Section: Introductionmentioning
confidence: 99%