128483-26-1

Upstream product

• 49545-70-2 E-2-(4-chlorobenzylidene)-1-tetralone 
• 17356-08-0 thiourea 
• 104-88-1 4-chlorobenzaldehyde 
• 529-34-0 3,4-dihydronaphthalene-1(2H)-one 
• 49545-70-2 2-(4-chlorobenzylidene)-3,4-dihydronaphthalen-1(2H)-one 

Downstream Products

• 128483-43-2 6-p-chlorophenyl-6H-2,3,7,8-tetrahydrobenzo-1,3-thiazine-<2,3-b>quinazoline-3-one 
• 128483-34-1 2-(p-chlorophenylmethylene)-5-p-chlorophenyl-5H-2,3,6,7-tetrahydrobenzothiazolo<2,3-b>quinazoline-3-one 
• 128483-30-7 5-p-chlorophenyl-5H-2,3,6,7-tetrahydrobenzothiazolo<2,3-b>quinazoline-3-one 
• 128483-39-6 7-(4-Chloro-phenyl)-9-methyl-5,7-dihydro-6H-10-thia-7a,11-diaza-cyclopenta[b]phenanthren-8-one 
• 1628075-48-8 10-((5-bromo-1H-indol-3-yl)methylene)-7-(4-chlorophenyl)-7,10-dihydro-5H-benzo[h]thiazolo[2,3-b]quinazolin-9(6H)-one 
• 1628075-47-7 7-(4-chlorophenyl)-10-((5-methoxy-1H-indol-3-yl)methylene)-7,10-dihydro-5H-benzo[h]thiazolo[2,3-b]quinazolin-9(6H)-one 
• 368846-07-5 10-((1H-indol-3-yl)methylene)-7-(4-chlorophenyl)-7,10-dihydro-5H-benzo[h]thiazolo[2,3-b]quinazolin-9(6H)-one 
• 1628075-46-6 7-(4-chlorophenyl)-10-((2-methyl-1H-indol-3-yl)methylene)-7,10-dihydro-5H-benzo[h]thiazolo[2,3-b]quinazolin-9(6H)-one 
• 1628798-82-2 3-(7-(4-chlorophenyl)-6,7-dihydro-5H-benzo[h]thiazolo[2,3-b]-quinazolin-9-yl)-2H-chromen-2-one 
• 1628798-71-9 7,9-bis(4-chlorophenyl)-6,7-dihydro-5H-benzo[h]thiazolo[2,3-b]quinazoline 

Relevant academic research and scientific papers

One-pot synthesis, biological evaluation and molecular docking studies of fused thiazolo[2,3-b]pyrimidinone-pyrazolylcoumarin hybrids

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

Green chemistry preparation of thiochromeno[4,3-b]pyran and benzo[h]thiazolo[2,3-b]quinazoline derivatives using HSBM technique over ZnAl2o4 nano-powders

Aim and Objective: The aim of this paper is to introduce HSBM as a green and environmentally friendly technique for the synthesis of thiochromeno[4,3-b]pyran and benzo[h]thiazolo[2,3-b]quinazoline derivatives over ZnAl2O4 nanopowders

Base-mediated one-pot synthesis of 3,4,5,6-tetrahydro-4-substituted benzo[h]quinazoline-2(1H)-thione derivatives and evaluation of their antioxidant activity

One-pot three-component Beginelli-like reactions of a ketone 1, an aryl aldehyde 2, and thiourea 3 in the presence of sodium hydroxide are described. In this reaction, 3,4,5,6-tertrahydro-4-substituted quinazoline-2(1H)-thione derivatives 4a–h were obtain

FeCl3·6H2O/TMSBr-catalyzed rapid synthesis of dihydropyrimidinones and dihydropyrimidinethiones under microwave irradiation

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.

Benzo[h]thiazolo[2,3-b]quinazolines by an efficient p-toluenesulfonic acid-catalyzed one-pot two-step tandem reaction

A highly efficient method has been developed for synthesis of 7,9-disubstituted-6,7-dihydro-5H-benzo[h]thiazolo[2,3-b]quinazolines via multicomponent one-pot two-step tandem reaction involving 1-tetralone, arylaldehydes, thiourea, and 4-chlorophenacyl bromide/(3-bromoacetyl)coumarin utilizing p-toluenesulfonic acid as catalyst in glacial acetic acid under reflux conditions. Analytically pure products are formed with excellent yield and short reaction time. All the synthesized compounds were confirmed by their spectral and elemental analyses. Graphical abstract: [Figure not available: see fulltext.]

Synthesis, characterization and biological evaluation of fused thiazolo[3,2-a]pyrimidine derivatives

A series of fused thiazolo[3,2-a]pyrimidines (7a-g, 8a-f, 11a-g and 12a,b) have been synthesized in good yields by reaction of fused 3,4-dihydropyrimidin- 2(1H)-thiones (4a-g) with phenacyl bromides (5,6)/3-(2-bromoacetyl)coumarins (9,10) under conventional heating in acetic acid. Analytical and spectral studies as well as single crystal X-ray diffraction data on the representative compound 8e confirmed the structure of all the reaction products. All the synthesized compounds were screened for their antibacterial, antioxidant and DNA cleavage activities. The compound 7e against Escherichia coli, 8a and 8c-e against Pseudomonas aeruginosa have shown prominent antibacterial activity compared to the standard drug Penicillin with MIC 9.375 μg mL-1, whereas the compounds 11c, 12a and 12b have shown very good antioxidant activity compared to the standard drug Trolox with IC50 values 12.36, 11.12 and 13.88 μM respectively. Compounds 11f and 12b have completely cleaved the DNA even at 50 μg mL-1 concentration and the remaining compounds have partially cleaved the DNA.

Synthesis of fused thiazolo[3,2-a]pyrimidinones: N-aryl-2-chloroacetamides as doubly electrophilic building blocks

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.

Indolylmethylene benzo[h]thiazolo[2,3-b]quinazolinones: Synthesis, characterization and evaluation of anticancer and antimicrobial activities

A series of novel 10-((1H-indol-3-yl)methylene)-7-aryl-7,10-dihydro-5H- benzo[h]thiazolo[2,3-b]quinazolin-9(6H)-ones (8a-t) have been synthesized in good yields by the reaction of benzo[h]quinazoline-2(1H)-thiones (4a-f) with 2-chloro-N-phenylacetamide (5) followed by Knoevenagel condensation with various indole-3-carbaldehydes (7a-d) under conventional method. All the synthesized compounds were characterized by spectral studies and screened for their in vitro anticancer and antimicrobial activities. Compound 8c has exhibited excellent activity against MCF-7 (breast cancer cell line) than the standard drug Doxorubicin. Compound 8d against both the cancer cell lines, 8q against MCF-7 and 8c, 8h against HepG2 have also shown good activity. Remaining compounds have shown moderate activity against both the cell lines. Antimicrobial activity revealed that, the compound 8q and 8t against Staphylococcus aureus and 8i, 8k, 8l, 8q & 8t against Klebsiella pneumoniae have shown equipotent activity on comparing with the standard drug Streptomycin. Remaining compounds have shown significant antibacterial and comparable antifungal activities against all the tested microorganisms.

Efficient ionic liquid-catalysed synthesis and antimicrobial studies of 4,6-diaryl- and 4,5-fused pyrimidine-2-thiones

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.

A novel and efficient one-pot method to Biginelli-like scaffolds

A novel and efficient one-pot method for the preparation of fused ring 3,4-dihydropyrimidin-2(1H)-ones and thiones from cyclocondensation of aldehydes, cyclic ketones and urea or thiourea using a catalytic amount of cupric chloride under mild conditions reaction is described. This new method has the advantage to give high yields, to be completed in short reaction times and simple product isolation procedure.