105244-30-2Relevant academic research and scientific papers
Orthoamides. LI. Push-Pull-Butadienes and Heterocycles from Alkyne Carboxylic Acid Orthoamides and CH2-acidic Compounds
Kantlehner, Willi,Vettel, Markus,Lehmann, Hansjoerg,Edelmann, Kai,Stieglitz, Ruediger,Ivanov, Ivo C.
, p. 408 - 423 (1998)
The acetylides 4b, 4f react with N,N,N′,N′,N″,N″-hexamethylguanidiniumchloride (5) to give the orthoamides 6b, 6f, resp. From CH2-acidic compounds and the orthoamides 6a, c, e can be obtained the push-pull-substituted butadienes 8a-8aj. The 2,3,5-trimethyl-thiadiazolium salt 9 does not condense with 6e, as other CH2-acidic compounds do, instead the vinylogous guanidinium salt 10a is produced. On heating, the ketenaminals 8d, aa cyclize to give the pyridone-carbonitriles 11a, b, resp. From 4-amino-coumarins 12 and the orthocarboxylic acid amideacetals 13a, b and the ketenaminal 16 resp., the amidines 14a-c and the heterocyclic compounds 15a-c resp., are formed. The enamines 17a-c, 19a, b react with the orthoamides 6a-f to give the pyridine derivatives 18a-1, 20a-h and 21a, b, resp. Analogously, from 6-amino-uracil 22 and 6a, b, e, f are formed the pure 7-dimethylamino-pyrido[2,3-d] pyrimidines 23a, b or mixtures of compounds 23c, d and the isomeric 4-dimethylamino-pyrido[2,3-d]pyrimidines 24a, b resp., which can be separated via their salts 25a,b/26a,b. The heterocyclic compounds 30a-d, 32a,b can be prepared from the pyrazole derivatives 28, 31 resp. and the orthoamides 6a-f.
ACETALS OF LACTAMS AND ACID AMIDES. 48. REACTION OF ENAMINO DIKETONES WITH AMIDE ACETALS. SYNTHESIS OF DERIVATIVES OF COUMARIN AND CARBOSTYRIL
Grannik, V. G.,Shanazarov, A. K.,Solov'eva, N. P.,Chistyakov, V. V.,Persianova, I. V.,Sheinker, Yu. N.
, p. 1171 - 1177 (2007/10/02)
It was established that the reaction of derivatives of 2-aminomethylenecyclohexane-1,3-dione with N,N-dimethyl-diethylacetal gives dienediamines, heating of which in aqueous hydrochloric acid leads, depending on the structure, to derivatives of carbostyri
