81501-99-7

Upstream product

• 62085-71-6 2,6-bis(4-methoxybenzylidene)cyclohexanone 
• 17356-08-0 thiourea 
• 108-94-1 cyclohexanone 
• 123-11-5 4-methoxy-benzaldehyde 
• 6275-32-7 (2E,6E)-2,6-bis(4-methoxybenzylidene)cyclohexanone 

Downstream Products

• 81502-00-3 5-(4-Methoxy-phenyl)-9-[1-(4-methoxy-phenyl)-meth-(E)-ylidene]-2,3,6,7,8,9-hexahydro-5H-thiazolo[2,3-b]quinazoline 
• 1191998-17-0 C₂₅H₂₆N₂O₃S 
• 81502-02-5 10-(4-Methoxy-phenyl)-8-[1-(4-methoxy-phenyl)-meth-(E)-ylidene]-3,4,6,7,8,10-hexahydro-2H,5H-1-thia-4a,9-diaza-anthracene 

Relevant academic research and scientific papers

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

An efficient ultrasonic-assisted synthesis of the thiazolo[2,3-b] quinazoline and thiazolo[3,2-a] pyrimidine derivatives

Treatment of cyclohexanone or cyclopentanone (2) with aromatic aldehyde (1) and thiourea (3) in the presence of modified montmorinollite nanostructure or HCl as a catalyst under heating and solvent-free conditions produced 7-benzylidene-4-aryl-3,4,6,7-tetrahydro-1H cyclopenta[d]pyrimidine-2(5H)-thione or 8-benzylidene-4-aryl-3,4,5,6,7,8 hexahydroquinazoline-2(1H)-thione (4). Compound 4 was utilized as a key intermediate for the synthesis of new thiazolo[2,3-b]quinazoline and thiazolo[3,2-a]pyrimidine derivatives (5a-5o) via the reaction with diethyl and dimethyl acetylene dicarboxylate by two different methods: (a) in methanol as a solvent under ultrasonic irradiation at ambient temperature; (b) in methanol as a solvent at ambient temperature (conventional magnetic stirring). Ultrasound-assisted synthesis provides excellent yields (87-95 %) in short reaction times (30-50 min) at room temperature. The chemical structures of the newly synthesized compounds were characterized by UV-Vis, IR and NMR spectral and elemental analysis.

Base-catalysed cyclocondensation of α,α′- bis(arylmethylene)cyclohexanones with thiourea: Formation of E-8-(arylmethylene)-4-aryl-1,2,3,4,5,6,7,8-octahydrobenzo[d]pyrimidine-2-thiones

Base-catalysed cyclocondensation of α,α′- bis(arylmethylene)cyclohexanones with thiourea has been found to generate E-8-(arylmethylene)-4-aryl-1,2,3,4,5,6,7,8-octahydrobenzo[d]pyrimidine-2- thiones in high yield, the structures of which have been established from their spectral data. However, corresponding cyclopentanones were found to be unreactive under similar reaction condition.

Studies of Polyfunctionally Substituted Heteroaromatics: Synthesis of New Polyfunctionally Substituted Azabiaryls

The styryl derivatives 1a-e reacted with malononitrile by refluxing in ethanolic sodium ethoxide solution to yield the polyfunctionally substituted pyridine derivatives 4a-e rather than 7a-e, respectively.Compounds 4a-k were also obtained via condensation