74375-02-3

Upstream product

• 396716-30-6 2-(4-methoxy-phenyl)-1-methyl-1H-quinazoline-4-thione 
• 91-22-5 quinoline 
• 551-93-9 2-aminoacetophenone 
• 69905-99-3 2-methylaminobenzaldehyde oxime 
• 7755-70-6 2-(methylamino)benzaldehyde 
• 3947-76-0 N-methylquinolinium iodide 
• 1010691-01-6 1-(2-(methylamino)phenyl)ethanone oxime 
• 1859-75-2 o-(methylamino)acetophenone 
• 396716-20-4 4-methoxy-N-methyl-N-(2-thiocarbamoyl-phenyl)-benzamide 
• 100-07-2 4-methoxy-benzoyl chloride 
• 32600-73-0 2-methylaminothiobenzamide 
• 7505-81-9 2-methylaminobenzamide 
• 123-11-5 4-methoxy-benzaldehyde 
• 150614-46-3 2,2'-di(4-methoxyphenyl)-1,1'-dimethyl-3,3'-bis(1,2,3,4-tetrahydroquinazoline)-4,4'-dione 

Relevant academic research and scientific papers

Ammonium formate-Pd/C as a new reducing system for 1,2,4-oxadiazoles. Synthesis of guanidine derivatives and reductive rearrangement to quinazolin-4-ones with potential anti-diabetic activity

1,2,4-Oxadiazole is a heterocycle with wide reactivity and many useful applications. The reactive O-N bond is usually reduced using molecular hydrogen to obtain amidine derivatives. NH4 CO2 H-Pd/C is here demonstrated as a new system for the O-N reduction, allowing us to obtain differently substituted acylamidine, acylguanidine and diacylguanidine derivatives. The proposed system is also effective for the achievement of a reductive rearrangement of 5-(2′-aminophenyl)-1,2,4-oxadiazoles into 1-alkylquinazolin-4(1H)-ones. The alkaloid glycosine was also obtained with this method. The obtained compounds were preliminarily tested for their biological activity in terms of their cytotoxicity, induced oxidative stress, α-glucosidase and DPP4 inhibition, showing potential application as anti-diabetics.

Visible-light-mediated reaction: Synthesis of quinazolinones from 1,2-dihydroquinazoline 3-oxides

1-Methyl-2-phenylquinazolin-4(1H)-ones were synthesized in good yield by exposing 1,4-dimethyl-2-phenyl-1,2-dihydroquinazoline 3-oxides or 1-methyl-2-phenyl-1,2-dihydroquinazoline 3-oxides to visible light in acetonitrile in the absence of any external ph

Kinetics and mechanism of desulfurization reaction of 1-methyl-2- phenylquinazoline-4(1H)-thiones

Kinetics and mechanism of desulfurization reaction of 1-methyl-2- (substituted phenyl)-quinazoline-4(1H)-thiones in sodium methoxide solutions have been studied, giving the corresponding 1-methyl-2-(substituted phenyl)quinazolin-4(1H)-ones. The reaction proceeds in two steps. The first step involves splitting off of sulfur in the form of SH- and is much faster than the second step, whose rate is almost independent of the concentration of water in methanol. At lowest concentrations of methoxide, the rate of the first step increases linearly, but at higher concentrations a gradual decrease in the rate takes place. The rate of the second step, i.e. the transformation of the intermediate formed In into 1-methyl-2-(substituted phenyl)quinazolin-4(1H)-one (2a-2e), is independent of the methoxide concentration but increases with increasing concentration of water in methanol. On the basis of the kinetic dependences, the mechanism for both steps of desulfurization and the structure of intermediate In were proposed.

Synthesis of substituted 2-benzoylaminothiobenzamides and their ring closure to substituted 2-phenylquinazoline-4-thiones

Acylation of 2-aminothiobenzamide or 2-methylaminothiobenzamide with substituted benzoyl chlorides has been used to synthesise the corresponding 2-benzoyl-aminothiobenzamides whose subsequent sodium methoxide-catalysed ring closure gives the corresponding quinazoline-4-thiones. These compounds were characterised by means of their 1H- and 13C-NMR spectra. The preferred tautomeric form of selected compounds has been discussed on the basis of their 13C-NMR, IR and Raman spectra. It has been found that in the given medium 1-methyl-quinazoline-4-thiones undergo a replacement of the sulphur substituent by oxygen giving 1-methyl-quinazoline-4-ones. In strong acid media, 2-benzoylaminothiobenzamide is cyclised through its sulphur atom to give 2-phenylbenzo[d-1,3]thiazin-4-one.

Microwave induced dry media DDQ oxidation - A one step synthesis of 2-arylquinazolin-4(3H)-ones

An efficient microwave assisted solvent free DDQ mediated oxidative synthesis of 2-arylquinazolin-4(3H)-ones 3 is reported.

Bis-azaheterocycles: Part IV - Thermal and photochemical reactions of some 3,3'-bisquinazoline-4,4'-diones

Pyrolysis of 2,2'-di(2-chlorophenyl)-3,3'-bis(1,2,3,4-tetrahydroquinazoline)-4,4'-dione (1) at 270 deg C gives 2-(2-chlorophenyl)-1,2-dihydro-4(3H)-quinazolinone (4) and 2-(2-chlorophenyl)-4(3H)-quinazolinone (5).Similarly the pyrolysis of 2,2'-diaryl-1,1'-dimethyl-3,3'-bis(1,2,3,4-tetrahydroquinazoline)-4,4'-dione (2a, Ar=phenyl, 2b, Ar=4-methoxyphenyl) yields 2-aryl-1-methyl-1,2-dihydro-4-(3H)-quinazolinone (6a/6b) and 2-aryl-1-methyl-4-(3H)-quinazolinone (7a/7b) along with a dimeric compound 3,3'-diaryl-1,1'-dimethyl-2,2'-bis(1,2,3,4-tetrahydroquinazoline)-4,4'-dione (8a/8b).However, thermolysis of 3,3'-bis(spiro-4'(3'H)-one) (3) at 275 deg C affords 2,5-di(2-aminophenyl)-1,3,4-oxadiazole (9) and 1,2,3,4-tetrahydro-9(10H)acridinone (10).Photolysis of 1, 2a, 2b and 3 furnishes the products 5, 7a, 7b and spiro-4'(3'H)-one (11) respectively.