16347-95-8

Usage

InChI:InChI=1/C9H8N2O/c1-12-9-7-4-2-3-5-8(7)10-6-11-9/h2-6H,1H3

Upstream product

• 186581-53-3 diazomethane 
• 491-36-1 4-Hydroxyquinazoline 
• 67-56-1 methanol 
• 5190-68-1 4-chloroquinazoline 
• 124-41-4 sodium methylate 
• 53902-59-3 N-(2-cyanophenyl)formamide 
• 99356-81-7 4-(trichloromethyl)quinazoline 
• 107468-21-3 5-methoxy-3H-1,4-benzodiazepine 
• 36075-44-2 quinazolin-4-ylhydrazine 
• 50-00-0 formaldehyd 
• 1885-29-6 anthranilic acid nitrile 

Downstream Products

• 16347-96-9 4-ethoxyquinazoline 
• 2453-94-3 1,3-dimethyl-4-oxo-3,4-dihydroquinazolin-1-ium iodide 
• 55276-35-2 phenyl(quinazolin-4-yl)methanone 
• 13300-25-9 1.4-Dihydro-1-hydroxy-4-oxochinazolin 
• 26060-03-7 4-Methoxy-2-phenylquinazoline 

Relevant academic research and scientific papers

Cu-benzotriazole-catalyzed electrophilic cyclization of N-arylimines: A methodical tandem approach to O-protected-4hydroxyquinazolines-

A remarkably efficient approach to O-protected-4-hydroxyquinazolines has been developed via the copper-benzotriazole (Cu-BtH)-catalyzed intramolecular electrophilic cyclization of N-arylimines, achieved through the reaction of 2-aminobenzonitriles and various aldehydes. the Partner Organisations 2014.

One-pot etherification of purine nucleosides and pyrimidines

A one-pot synthesis of ethers derived from inosine, guanosine, 2′-deoxyguanosine, and pyrimidinones is described. Exposure of the heterocycle to 1H-benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphate (BOP) and Cs2CO3/s

CAN-mediated oxidation of electron-deficient aryl and heteroaryl hydrazines and hydrazides

Aryl and heteroaryl hydrazines and hydrazides were successfully oxidised using CAN, deriving dehydrazinated products. The reaction pathway strongly depends on the nature of the substrate, resulting in the formation of hydrocarbons or alkoxy derivatives. When deuterated solvents such as methanol-d4 or acetonitrile-d3 were used, a regiospecific incorporation of deuterium was achieved. Georg Thieme Verlag Stuttgart.

Thermal ring contraction of 3H-1,4-benzo- diazepines into quinazolines

The thermolysis of the 5-methoxy-(11a-c) and 5-diethylamino-3H-1,4- benzodiazepines (14a-c) resulted in a ring transformation to give the 4- methoxy-(12a-c) and 4-diethylaminoquinazolines (15a-c), respectively. The mechanism of this ring contraction is also described.

1,3-Dipolar Cycloaddition of Ylides Generated from Diazines and Dichlorocarbene

Reaction of dichlorocarbene with diazines in the presence of dimethyl maleate and dimethyl acetylenedicaroxylate involves intermediate formation of ylides, namely cycloimmoniodichloromethanides, followed by 1,3-dipolar cycloaddition of the latter to dipolarophiles. This carbene-ylide sequence was used to synthesize chloro-substituted pyrrolo[1,2-6]pyridazines, pyrrolo[1,2-c]- and pyrrolo[1,2-a]pyrimidines, pyrrolo[1,2-a]phthalazine, pyrrolo[1,2-a]-, pyrrolo[1,2-c]-, and pyrrolo[2,1-b]quinazolines, pyrrolo[1,2-a]-quinoxalines, and pyrrolo[1,2-a]naphthiridines. The cycloaddition is stereo- and regioselective, which suggests a concerted reaction mechanism. The regioselectivity of the cycloaddition is correctly predicted in terms of the PMO theory on the basis of MNDO electronic parameters of halogenated cycloimmonium ylides.