Reaction of ethyl acetoacetate with formaldehyde and primary amines

作者: D. R. Latypova , A. G. Badamshin , A. N. Lobov , V. A. Dokichev

DOI: 10.1134/S1070428013060079

关键词: CondensationChemistryAminopyridinesMannich reactionFormaldehydeIsopropylaminePrimary (chemistry)MethanolEthyl acetoacetateOrganic chemistry

摘要: The condensation of ethyl acetoacetate with formaldehyde and primary amines in methanol at 65°C (Mannich reaction) gave up to 92% hexahydropyrimidine derivatives containing ester acetyl groups. Analogous reaction aminopyridines stopped the stage formation linear products.

参考文章(14)
Henry Feuer, The chemistry of the nitro and nitroso groups Interscience Publishers. ,(1969)
HIDEMICHI FUKAWA, YOSHIYASU TERAO, KAZUO ACHIWA, MINORU SEKIYA, Decarboxylation Reaction. X. Introduction of a Carbon Unit at the α-Position of Amines by Reaction of Hexahydro-1, 3, 5-triazines with Carboxylic Acids Chemical & Pharmaceutical Bulletin. ,vol. 31, pp. 94- 99 ,(1983) , 10.1248/CPB.31.94
Guiliana Cardillo, Claudia Tomasini, Asymmetric synthesis of ß-amino acids and α-substituted β-amino acids Chemical Society Reviews. ,vol. 25, pp. 117- 128 ,(1996) , 10.1039/CS9962500117
Denis Gravier, Jean-Pierre Dupin, Fran¸oise Casadebaig, Genevie`ve Hou, Michel Boisseau, Henri Bernard, Synthe`se ete´tudein vitro de l'activite´antiagre´gante plaquettaire de de´rive´s de la te´trahydro-1,2,3,4 quinazoline European Journal of Medicinal Chemistry. ,vol. 24, pp. 531- 535 ,(1989) , 10.1016/0223-5234(89)90058-5
Dragos Horvath, A Virtual Screening Approach Applied to the Search for Trypanothione Reductase Inhibitors Journal of Medicinal Chemistry. ,vol. 40, pp. 2412- 2423 ,(1997) , 10.1021/JM9603781