16285-31-7

Upstream product

• 529-23-7 o-aminobenzaldehyde 
• 28144-70-9 anthranilic acid amide 
• 16313-85-2 2,3-dihydro-2-(2-nitrophenyl)quinazolin-4(1H)-one 
• 552-89-6 2-nitro-benzaldehyde 

Downstream Products

• 1469886-31-4 16-iodo-17-phenyl-isoquinolino[2,1-a]quinazolino[1,2-c]quinazolin-6(11aH)-one 
• 1469886-32-5 16-iodo-17-(cyclohexen-1-yl)-isoquinolino[2,1-a]quinazolino[1,2-c]quinazolin-6(11aH)-one 

Relevant academic research and scientific papers

13H-Quinazolino[3,4-a]quinazolin-13-one: Synthesis and structural revision

13H-Quinazolino[3,4-a]quinazolin-13-one has been synthesized from 2-aminobenzamide via 11b,12-dihydro-13H-quinazolino[3,4-a]quinazolin-13-one in four steps. However, the spectroscopic data did not match with those of literature data. Thus, the published s

Ultrasonic promoted synthesis of Ag nanoparticle decorated thiourea-functionalized magnetic hydroxyapatite: A robust inorganic-organic hybrid nanocatalyst for oxidation and reduction reactions

In this research, ultrasonic synthesis is applied for the fabrication of a novel catalyst, based on immobilization of silver nanoparticles (AgNPs) on thiourea functionalized magnetic hydroxyapatite. A recoverable Ag nano-catalyst is constructed by decoration of AgNPs on the surface of thiourea modified magnetic hydroxyapatite. Magnetic hydroxyapatite is used as an organic-inorganic hybrid support for the catalyst. The organic-inorganic hybrid support is prepared by co-precipitation, followed by its surface modification through covalent functionalization of 1-(3,5-bis(trifluoromethyl)phenyl)-3-propyl)thiourea. The fabricated catalyst has been characterized by transmission electron microscopy (TEM), scanning electron microscopy (SEM), powder X-ray diffraction (XRD), nuclear magnetic resonance (NMR), Fourier-transform infrared spectroscopy (FTIR), thermogravimetric analysis (TGA) and Brunauer-Emmett-Teller (BET) analysis. The nanoparticles are mostly tubular in shape and their particle sizes are smaller than 100 nm. This nanocatalyst shows efficient and robust catalytic activity in different reactions, including selective reduction of 4-nitrophenol (4NP) and oxidation of primary amines by applying NaBH4and urea hydrogen peroxide (UHP) as reagents, respectively. The catalyst shows good reusability in 10 sequential reaction runs.

Fused Quinazolinoquinazolinones: Synthesis, Isomerization, Spectroscopic Identification, and Anticancer Activity

13H-quinazolino[3,4-a]quinazolin-13-ones have been synthesized from 2-aminobenzamides in four steps. An acid-catalyzed or base-catalyzed isomerization of 13H-quinazolino[3,4-a]quinazolin-13-ones to 8H-quinazolino[4,3-b]quinazolin-8-ones in excellent yields (90-95%) has been reported. The differences in the infrared and nuclear magnetic resonance (1H & 13C) data of these isomeric fused quinazolinoquinazolinones afford a useful method for distinguishing between the two series. These analogs showed moderate anticancer activity (EGFR-TK inhibition).

Microwave assisted synthesis of 2-aryl-2,3-dihydroquinazolin-4 (1H)- ones and 5-aryl-5,6-dihydro-1-methyl-3-propyl-1H-pyrazolo [4,3-d] pyrimidin-7 (4H)-ones devoid of solvent

2-Aryl-2,3-dihydroquinazolin-4(1H)-ones (2a-f) and 5-Aryl-5,6-dihydro-1-methyl-3- propyl-1H-pyrazolo [4,3-d] pyrimidin-7(4H)-ones (3a-f) were synthesized by the condensation of 2-aminobenzamide (1) and 4-amino-1-methyl-3-propyl-1H-pyrazole-5- carboxamide (3) respectively with different aldehydes. All title compounds were characterized by 1H, 13C NMR and mass spectra.

Oxidative ring expansion of spirocyclic oxindole derivatives

Oxidation of the spirocyclic oxindole derivative, isamic acid 1, led to decarboxylation and ring expansion to quinazolino[4,5-b]quinazoline-6,8-dione 7 rather than, as previously believed, its isomer 6. The structure of 7 was confirmed by X-ray crystallography. Condensation of isatin (indole-2,3-dione) and 2-aminobenzamide led to the spirocyclic molecule, spiro[3H-indole-3,2′(1H)quinazoline]-2,4′(1H,3H)dione 8, which was also identified as an intermediate in the oxidation of isamic acid. Mild hydrolysis of 7 gave the 10-membered molecule 22. Isamic acid could easily be converted to N-nitrosoisamic acid, which when heated in ethanol underwent a ring expansion to a hydroximino derivative, 38, of compound 6. The structure of 38 was confirmed by X-ray crystallography.

Synthesis of isomeric angularly fused dihydroquinazolinoquinazolinones and an unusual oxidative rearrangement

Cyclization of 2-(2-aminophenyl)-2,3-dihydroquinazolin-4(1H)-ones onto N1-nitrogen and onto N3-nitrogen leading to 11b,12-dihydro-(13H)-quinazolino[3,4-a]quinazolin-13-ones and 13,13a-dihydro-(8H)-quinazolino[4,3-b]quinazolin-8-ones, respectively, is described for the first time. An unusual dehydrogenative rearrangement of 11b,12-dihydro-(13H)-quinazolino[3,4-a]quinazolin-13-one to (8H)-quinazolino[4, 3-b]quinazolin-8-one is also described.