81038-76-8

Upstream product

• 610-15-1 2-nitrobenzamide 
• 96-22-0 pentan-3-one 
• 28144-70-9 anthranilic acid amide 

Downstream Products

• 1769-24-0 2-methyl-quinazolin-4-one 
• 81038-83-7 2-acetonylidene-1-(2-penten-3-yl)-1,2,3,4-tetrahydroquinazolin-4-one 

Relevant academic research and scientific papers

Ethanol promoted titanocene Lewis acid catalyzed synthesis of quinazoline derivatives

An efficient catalytic system involving in situ activation of kinetically inert titanocene dichloride with alcoholic solvent for the synthesis of quinazoline derivatives was developed. 1 mol% Cp2TiCl2 at 30 °C afforded 17 examples of quinazoline derivatives with yields of 95-98% in 7-12 minutes. Mechanistic experiments using in situ NMR and HRMS established that the coordination of ethanol to the titanocene moiety released the catalytic species [Cp2Ti(OCH2CH3)2].

An ionic liquid catalyzed reusable protocol for one-pot synthesis of 2,3-dihydroquinazolin-4(1H)-one under mild conditions

An efficient protocol has been developed for the synthesis of 2,3-dihydroquinazolinone compounds from anthranilamide and aldehydes or ketones via ionic liquid catalyzed cyclization reaction. The reaction features high efficiency, shorter reaction duration, mild reaction conditions and inexpensive reagents. The catalyst was recovered and reused. The recyclability of ionic liquid resulted in excellent yields of products without loss of any catalytic activity.

Eco-friendly syntheses of 2,2-disubstituted- and 2-spiroquinazolinones

Environmentally friendly methods were applied to prepare quinazolin-4(1H)-one derivatives in either aqueous or solventless medium from anthranilamide and a number of ketones. With dialkyl-substituted ketones, acetophenone and cycloalkanones, the ring closure proceeded smoothly under either aqueous or solventless conditions. With poorly water-soluble cycloalkanones, the ring closure was carried out under mechanochemical ball-milling conditions, in the presence of molecular iodine as catalyst. The environmentally friendly protocols applied resulted in the corresponding quinazolinones in quantitative yields.

Efficient synthesis of 2,3-dihydroquinazolin-4(1H)-ones using heterogeneous solid acid catalysts: Unexpected formation of 2,3-dihydro-2-(4-(tetrahydro-2H- pyran-2-yloxy)butyl)quinazolin-4(1H)-one

The heterogeneous solid acid catalysts Amberlyst-15 and silica-HClO 4 displays efficient catalytic properties for the synthesis of 2,3-dihydroquinazolin-4(1H)-ones from anthranilamide and various aldehydes/ketones under mild reaction conditions and in good yields. These catalysts also showed good catalytic activity for condensation of anthranilamide with a cyclic enol ether 3,4-dihydropyran and led to formation of new unexpected quinazolinone product 6 comprising two dihydropyran moieties. The new product 6 has been reported for the first time and is fully characterized using 2D-NMR data. Furthermore, both solid acid catalysts can be easily recycled without significant loss of activity. ARKAT-USA, Inc.

An efficient synthesis of quinazoline derivatives with the aid of low-valent titanium reagent

Quinazolin-4(3H)-ones, 1,2-dihydroquinazolin-4(3H)-ones, 3,4-dihydroquinazolines, imidazo[1,2-c]-quinazolines and 5,6-dihydroimidazo[1,2- c]quinazolines were synthesized by the novel reductive reaction of nitro group, N-H bond and ortho-ester, aldehydes o

A facile synthesis of 1,2-dihydroquinazolin-4(3H)-ones with the aid of a low-valent titanium reagent

A short and facile synthesis of a series of 1,2-dihydroquiazolin-4(3H) -ones was accomplished in good yields via the novel reductive cyclisation of o-nitrobenzamides with aldehydes or ketones promoted by the TiCl4/Sm system. Structures were established on the basis of elemental analysis, IR, 1H NMR and confirmed by a single-crystal X-ray diffraction analysis, The advantages of our method are easily accessible starting materials, convenient manipulation and moderate to high yields.