361481-55-2Relevant academic research and scientific papers
An efficient green protocol for the preparation of acetoacetamides and application of the methodology to a one-pot synthesis of Biginelli dihydropyrimidines. Expansion of dihydropyrimidine topological chemical space
Gama, Fernando H. S.,De Souza, Rodrigo O. M. A.,Garden, Simon J.
, p. 70915 - 70928 (2015)
The present study describes the preparation of N-aryl-(15) and N-alkyl-(17) acetoacetamides, in good to excellent yields, using both conventional and microwave heating, by reaction of amine derivatives (14 and 16) with 2,2,6-trimethyl-4H-1,3-dioxin-4-one (TMD, 12) in aqueous medium. The acetoacetamides were used to prepare novel Biginelli dihydropyrimidine derivatives. The introduction of the amino acid derivatives potentially allows for the exploration of new structural complexity and topologically diversifies the chemical space occupied by this versatile chemical scaffold.
Nebivolol nanoparticles: A first catalytic use in Biginelli and Biginelli-like reactions
Khaskel, Anamika,Barman, Pranjit,Maiti, Subir Kumar,Jana, Utpal
, p. 1021 - 1025 (2018/11/24)
Herein, we report the catalytic activity of nebivolol nanoparticles a novel organocatalyst for the synthesis of DHPMs and DHPM-5-carboxamides. The nanoparticles are confirmed by DSC, TEM, AFM, and IR spectroscopy. The catalyst can be readily recovered and
A General, Efficient and Green Procedure for Synthesis of Dihydropyrimidine-5-carboxamides in Low Melting Betaine Hydrochloride/Urea Mixture
Liu, Peng,Hao, Jianwu,Zhang, Zhanhui
, p. 637 - 645 (2016/07/06)
A simple, facile and convenient strategy has been developed for the synthesis of dihydropyrimidine-5-carboxamides in low melting mixture of betaine hydrochloride/urea. In this procedure, the low melting mixture of betaine hydrochloride/urea plays a triple
Iron-catalyzed four-member multicomponent reaction for assembly of (E)-6-arylvinyl-3,4-dihydropyrimidin-2(1H)-ones
Zhang, Zhiguo,Zhang, Lianqiang,Duan, Xinyu,Yan, Xiangqian,Yan, Yan,Liu, Qingfeng,Liu, Tongxin,Zhang, Guisheng
, p. 7745 - 7751 (2015/09/07)
A novel iron-catalyzed one-pot multi-component tandem reaction of acetoacetamide, urea, and two molecules of aryl aldehydes has been developed. This reaction provides a general, straightforward, practical and useful method for the preparation of potential
2-acylthioacetamides in the biginelli reaction
Kurmach,Ryabitskiy,Britsun
, p. 1770 - 1776 (2014/05/06)
We have demonstrated for the first time a Biginelli reaction of 2-acylthioacetamides with aromatic aldehydes and ureas or thioureas, leading to N-Ar1-4-Ar2-6-R1-1-R2-2-oxo(thioxo)- 1,2,3,4-tetrahydro-pyrimidine-5-carbothioamides. The regioselectivity of this process matched the concept of hard/soft Lewis acids and bases. It was established that nitrous acid or other oxidants converted the synthesized compounds into N-Ar1-4-Ar2-6-R1-1-R 2-2-oxo(thioxo)-1,2,3,4-tetrahydropyrimidine-5-carboxamides, and not the expected 4-Ar2-6-R1-1-R2-5-(1,3- benzothiazol-2-yl)-1,2,3,4-tetrahydropyrimidin-2-ones(thiones).
In vitro anti-inflammatory potential and QSAR analysis of oxazolo/thiazolo pyrimidine derivatives
Sawant, Ramesh L.,Bansode, Charusheela A.,Wadekar, Jyoti B.
, p. 1884 - 1892 (2013/07/26)
Twenty-six different benzylidene oxazolo/thiazolo (3,2-a)-pyrimidine-6- carboxamide derivatives were synthesized and evaluated for their anti-inflammatory potential by protein denaturation method. The structures of title compounds were characterized by IR and NMR spectral data. The SAR studies reveal that compounds containing electron withdrawing polar group at para position of 5-phenyl ring and electron withdrawing non-polar group at para position of 2-benzylidene moiety of thiazolo pyrimidine nucleus have better anti-inflammatory potential. The 2D-QSAR studies were performed on VLife MDS software which reveals that anti-inflammatory potential of benzylidene-3-oxo-5H- oxazolo/thiazolo (3,2-a)-pyrimidine-6-carboxamides is dependent on estate contribution, alignment independent, individual and path count descriptors.
