353268-10-7Relevant academic research and scientific papers
One-pot synthesis, biological evaluation and molecular docking studies of fused thiazolo[2,3-b]pyrimidinone-pyrazolylcoumarin hybrids
Gondru, Ramesh,Peddi, Saikiran Reddy,Manga, Vijjulatha,Khanapur, Manjulatha,Gali, Rajitha,Sirassu, Narsimha,Bavantula, Rajitha
, p. 1 - 14 (2018/07/13)
Abstract: As a part of our endeavor toward the synthesis of a new class of biologically potent heterocyclic hybrids, a series of newly fused thiazolo[2,3-b]pyrimidinones bearing a pyrazolylcoumarin moiety (6a–p) were synthesized in acceptable yields. Anti
FeCl3·6H2O/TMSBr-catalyzed rapid synthesis of dihydropyrimidinones and dihydropyrimidinethiones under microwave irradiation
Zhao, Fei,Jia, Xiuwen,Li, Pinyi,Zhao, Jingwei,Huang, Jun,Li, Honglian,Li, Lin
, (2017/09/25)
An efficient and practical protocol has been developed to synthesize dihydropyrimidinones and dihydropyrimidinethiones through FeCl3 6H2O TMSBr-catalyzed three-component cyclocondensation under microwave irradiation. This approach features high yields, broad substrate scope, short reaction time, mild reaction conditions, operational simplicity and easy work-up, thus affording a versatile method for the synthesis of dihydropyrimidinones and dihydropyrimidinethiones.
One-pot and solvent-free synthesis of 3-(9-hydroxy-3-methoxy-7-aryl-6,7,9,10-tetrahydro-5H -benzo[h]thiazolo[2,3-b]quinazolin-9-yl)-2H -chromen-2-ones and their antibacterial evaluation
Velpula, Ravibabu,Banothu, Janardhan,Gali, Rajitha,Sargam, Yakaiah,Bavantula, Rajitha
, p. 620 - 629 (2015/08/06)
A series of 3-(9-hydroxy-3-methoxy-7-aryl-6,7,9,10-tetrahydro-5H -benzo[h]thiazolo[2,3-b]quinazolin-9-yl)-2H -chromen-2-ones (5a-j) were synthesized by one-pot multicomponent reaction of 6-methoxy-1-tetralone, aryl aldehydes, and thiourea followed by cyclization with 3-(2-bromoacetyl)-2H -chromen-2-one in the presence of a Bronsted solid acid catalyst, poly(4-vinylpyridinium)hydrogen sulfate [P(4-VPH)HSO4] (0.015 g), under solvent-free conditions at 120°C. All the synthesized compounds were characterized by spectral studies and screened for their in vitro antibacterial activity against S. aureus and B. thuringiensis (gram positive), and E. coli and K. pneumoniae (gram negative) bacterial strains. On comparing with the standard drug gentamicin, compounds derived from 4-methoxy and 3,4,5-trimethoxy benzaldehyde, i.e. 5g and 5h, showed broad spectrum antibacterial activity and the remaining compounds showed weak to moderate activity.
Synthesis of fused thiazolo[3,2-a]pyrimidinones: N-aryl-2-chloroacetamides as doubly electrophilic building blocks
Janardhan, Banothu,Srinivas, Basavoju,Rajitha, Bavantula,Peter A., Crooks
, p. 224 - 226 (2014/01/06)
2-Chloro-N-phenylacetamide and N-(benzo[d]thiazol-2-yl)-2-chloroacetamide are doubly electrophilic building blocks for the formation of ring annulated thiazolo[3,2-a]pyrimidinone products. This synthetic route involves formation of the title compound in acceptable product yields by the elimination of the by-product, aniline/2-aminobenzothiazole. Analytical and spectral studies, as well as single crystal X-ray data on the representative compound 6c confirmed the structure of all the reaction products.
Ionic liquid-mediated facile synthesis and antimicrobial study of thiazolo [2,3-b]benzo[h]quinazolines and thiazino[2,3-b] benzo-[h]quinazolines
Gupta, Richa,Chaudhary, Ram Pal
, p. 735 - 742 (2012/07/27)
8-Methoxy-4-phenyl-3,4,5,6-tetrahydrobenzo[h]quinazoline-2(1H)-thione, obtained by the condensation of 2-benzylidene-6-methoxy-3,4-dihydronapthalene- 1(2H)-one with thiourea, on reaction with chloroacetic acid and 3-chloropropanoic acid in the presence of the ionic liquid N-methylpyridinium tosylate furnishes 3-methoxy-7-phenyl-7,10-dihydro-5H- benzo[h]thiazolo[2,3-b] quinazoline-9(6H)-one and 3-methoxy-7-phenyl-5,6,10,11-tetrahydro- benzo[h][1,3]thiazino[2,3-b]quinazoline-9(7H)-one. Further, condensation of the thione with 1,2-dibromoethane and 1,3-dibromopropane yields 3-methoxy-7-phenyl- 6,7,9,10-tetrahydro-5 H-benzo[h]thiazolo[2,3-b]quinazoline and 3-methoxy-7-phenyl-5,6,7,9,10,11-hexahydrobenzo [h][1,3]thiazino[2,3-b] quinazoline respectively. Arylidene derivatives have been obtained by two routes. The structures of the cyclized compounds have been established on the basis of elemental analysis and spectroscopic data. The synthesized compounds were screened for antimicrobial activity. Some of the compounds showed promising antimicrobial activities. Copyright
One-pot synthesis of fused 3,4-dihydropyrimidin-2(1 H )-ones and thiones using a novel ionic liquid as an efficient and reusable catalyst: Improved protocol conditions for the Biginelli-like scaffolds
Janardhan, Banothu,Laxmi, Somarapu Vijaya,Rajitha, Bavanthu
experimental part, p. 93 - 97 (2012/08/08)
A novel ionic liquid with multi-SO3 H groups has been found to be an efficient acid catalyst for the one-pot three-component synthesis of fused 3,4-dihydropyrimidin-2(1 H )-ones and thiones under solvent free conditions. Good yields, short reaction times, straight forward workup, reusability of the catalyst and green conditions are the most obvious advantages of this methodology. Copyright by Walter de Gruyter.
Simple ultrasound-assisted synthesis of 3,4-dihydropyrimidin-2(1H)-one and 3,4-dihydropyrimidine-2(1H)-thione-fused steroidal derivatives by a three-component reaction
Dutta, Mandakini,Gogoi, Junali,Shekarrao, Kommoori,Goswami, Jonalee,Gogoi, Sanjib,Boruah, Romesh Chandra
experimental part, p. 2614 - 2622 (2012/09/07)
Compounds containing fused 3,4-dihydropyrimidin-2(1H)-one or 3,4-dihydropyrimidine-2(1H)-thione moieties were prepared by three-component reactions of a steroidal or nonsteroidal ketone, an alkyl or aryl aldehyde, and urea or thiourea in the presence of sodium ethoxide. The products were isolated in good yields after short reaction times under mild conditions. Georg Thieme Verlag Stuttgart · New York.
Efficient ionic liquid-catalysed synthesis and antimicrobial studies of 4,6-diaryl- and 4,5-fused pyrimidine-2-thiones
Gupta, Richa,Chaudhary, Ram Pal
, p. 718 - 721 (2013/02/23)
One-pot three-component condensation of aromatic ketones (1-tetralones, acetophenones, indane-1,3-dione), substituted aromatic aldehydes and thiourea in the presence of N-methylpyridinium tosylate under solvent free conditions at 100-110 °C for 2-4 h afforded tetrahydrobenzo[h]quinazoline-2-thiones, pyridimidine-2-thiones and indeno-pyrimidine-2-thiones in excellent yields. All synthesised thiones were screened for their antimicrobial activities.
