- Azoles and azines. XCIX. some reactions of oxo derivatives of 5,5′-ylidenedipyrimidines and 5H-pyrano[2,3-d:6,5-d′]dipyrimidines
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5,5′-Alkylidene(arylmethylene)dipirimidin-4,4′,6,6′- tetraols and 5-alkyl(aryl)-5H-pyrano-[2,3-d:6,5-d′]dipyrimidine-4,6(3H,7H)-diones react with POCl3, yielding mainly 4,6-dichloro-5H-pyrano-[2,3-d:6,5-d′]dipyrimidines. The chlorine atoms in the latter compounds are readily replaced by the action of nucleophiles, such as sodium methoxide and benzylamine. Hydrogen sulfite ion adds at C2 of 5,5′-alkylidene-(arylmethylene)dipyrimidine-4,4′,6,6′- tetraols. Barbituric acid also attacks position 2 of the pyrimidine ring, resulting in decomposition of the substrate to give 5-aminomethylenebarbituric acid or its derivatives. Alkylation of 5-alkyl(aryl)-5H-pyrano[2,3-d:6,5-d′]dipyrimidine-4,6(3H,7H)-diones with dimethyl sulfate and methyl iodide occurs at the nitrogen atoms, whereas diazomethane reacts at both nitrogen and oxygen atoms.
- Moskvin,Petrova,Krasnov,Ivin
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p. 803 - 810
(2007/10/03)
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- Studies of Azoles and Azines. CI. Reaction of 4,6-Dihydroxypyrimidine and Barbituric Acid with 4,6-Dihydroxypyrimidine-5-carbaldehyde
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Reaction of barbituric acid with 4,6-dihydroxypyrimidine-5-carbaldehyde in water at 20-60°C yields 5-(4,6-dihydroxypyrimidin-5-ylmethylene)barbituric acid. The same reaction performed in acetic acid at 120°C yields 5-aminomethylenebarbituric acid. One of the pyrimidine rings also opens in the reaction of 4,6-dihydroxypyrimidine with 4,6-dihydroxypyrimidine-5-carbaldehyde, which yields pyrano[2,3-d]pyrimidine-6-carboxamide derivatives.
- Moskvin,Petrova,Ivin
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p. 1703 - 1706
(2007/10/03)
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- SYNTHESIS OF 2,2-BIS(ARYLSULFONYL)VINYLAMINES, THEIR ANALOGS, AND SYMMETRICAL TRIMETHINECYANINES BY MEANS OF BIS(TRIMETHYLSILYL)FORMAMIDE
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The reactions of compounds containing active methylene and methyl groups (β-disulfones, arylsulfonylacetonitriles, barbituric acid, rhodanines, methylsubstituted quaternary salts of nitrogen heterocycles) with bis(trimethylsilyl)formamide were investigate
- Lazukina, L. A.,Mushkalo, I. L.,Neplyuev, V. M.,Kukhar', V. P.
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p. 2114 - 2117
(2007/10/02)
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