- TWO PATHS FOR THE FORMATION OF PYRIMIDINES FROM sym-TRIAZINE
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The reaction of sym-triazine with the hydrochlorides of N-unsubstituted enaminones gives mixtures of 4-alkyl-5-acyl(ethoxycarbonyl)pyrimidines and 2,6-dialkyl-3,5-diacyl(ethoxycarbonyl)pyridines.The reaction mechanism was studied by means of the 15N-labelled compounds.
- Gromov, S. P.,Yashunskii, D. V.,Sagitullin, R. S.,Bundel, Yu. G.
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p. 1054 - 1059
(2007/10/02)
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- Synthese regiospecifique d'acyl-4 pyrazoles a partir d'acyl-5 pyrimidines
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The transformation of variously substituted 5-acetyl-4-methylpyrimidines 1 into 4-acetyl-1-amidino-3-methylpyrazole amidinohydrazone dihydrochloride 3, under the action of amidinohydrazine hydrochloride, in boiling acidic methanolic solution, depends on the nature of the 2-substituent of pyrimidines 1, and on the stability of the amidinohydrazone of pyrimidines 2 under the reaction conditions.Phenylhydrazine transforms all the pyrimidines 1 into pyrazoles, regiospecifically or not, according to the nature of the 2-substituent of pyrimidines 1.This new possibility of ring contraction has been extended to other unsymetrical 5-acyl- and 5-ethoxycarbonylpyrimidines.
- Bajnati, Abdelilah,Kokel, Bruno,Hubert-Habart, Michel
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p. 318 - 324
(2007/10/02)
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