138867-17-1

Basic information

• Product Name: 4(1H)-Quinazolinone, 2-(3-fluorophenyl)-
• CAS NO: 138867-17-1
• Molecular Formula: C14H9FN2O
• Molecular Weight: 240.237
• Mol File: 138867-17-1.mol
• Article Data: 25

Chemical Properties

• CAS DataBase Reference: 4(1H)-Quinazolinone, 2-(3-fluorophenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 4(1H)-Quinazolinone, 2-(3-fluorophenyl)-(138867-17-1)
• EPA Substance Registry System: 4(1H)-Quinazolinone, 2-(3-fluorophenyl)-(138867-17-1)

Safety Data

• Hazardous Substances Data: 138867-17-1(Hazardous Substances Data)

Upstream product

• 118-48-9 isatoic anhydride 
• 456-48-4 3-Fluorobenzaldehyde 
• 28144-70-9 anthranilic acid amide 
• 456-47-3 3-fluoro-benzenemethanol 
• 610-15-1 2-nitrobenzamide 
• 79477-87-5 2-(3-fluorophenyl)-2-oxoacetic acid 
• 124643-63-6 2-(3-fluorophenyl)-1H-indole 
• 100-82-3 (3-fluorophenyl)methanamine 
• 4001-73-4 2-Bromobenzamide 
• 83444-26-2 N-(3-fluorobenzyl)aniline 
• 455-37-8 3-fluorobenzamide 
• 2042-37-7 o-cyanobromobenzene 
• 456-41-7 1-(Bromomethyl)-3-fluorobenzene 
• 386242-54-2 2-(3-fluorophenyl)-2,3-dihydroquinazolin-4(1H)-one 

Downstream Products

• 1019325-31-5 C₁₄H₈ClFN₂ 
• 1304764-81-5 4-anilino-2-(3-fluorophenyl)quinazoline 
• 1448068-40-3 C₁₅H₁₀FN₅ 
• 1275568-98-3 C₁₄H₁₁FN₄ 
• 1448068-89-0 2-(3-fluorophenyl)-3H-quinazoline-4-thione 

Relevant articles and documents

N^N^O hydrazone capped pincer type palladium complex catalysed construction of quinazolinones from alcohols

New Pincer type Pd(II) complex [Pd(NNO)(PPh3)] (1) prompted synthesis of quinazolinones via dehydrogenative coupling of readily accessible alcohols, and o-aminobenzamide is described. A diverse range of quinazolinones has been synthesized efficiently with good to excellent yields employing low catalyst loading (0.5 mol%) under the aerobic condition without any additives/oxidants. A plausible mechanism for the construction of quinazolinones has been proposed via cyclic aminal intermediate. Large-scale synthesis attests to the productiveness of the current strategy.

Palladium(II) N^O Chelating Complexes Catalyzed One-Pot Approach for Synthesis of Quinazolin-4(3 H)-ones via Acceptorless Dehydrogenative Coupling of Benzyl Alcohols and 2-Aminobenzamide

A convenient protocol for the one-pot synthesis of quinazolin-4(3H)-ones using palladium(II) complexes via dehydrogenative coupling of readily available benzyl alcohols and 2-aminobenzamide has been described. New structurally related Pd(II) N^O chelating complexes of general configuration [Pd(L)Cl(PPh3)] (where L = dimethylamino benzoylhydrazone ligands) have been designed and synthesized. The formation of the complexes has been recognized by analytical and spectral methods (FT-IR, NMR, HR-MS). The presence of a square-planar geometry around the palladium(II) ion was confirmed by single crystal X-ray diffraction study. A wide range of substituted quinazolinones have been successfully achieved from a diverse range of benzyl alcohols in good to excellent yields using 1.0 mol % of catalyst loading under aerobic conditions. Furthermore, control experiments reveal that the dehydrogenative coupling reaction involves initially the formation of an aldehyde intermediate and subsequent formation of a cyclic aminal intermediate.

Synthesis of quinazolin-4(3H)-ones via electrochemical decarboxylative cyclization of α?keto acids with 2-aminobenzamides

Herein, an environmentally benign electrochemical protocol has been disclosed for the synthesis of quinazolin-4(3H)-one derivatives from readily available α?keto acids and 2-aminobenzamides. This decarboxylative cyclization process proceeds conveniently in the absence of any homogeneous metal catalysts, bases, or external oxidants. This protocol also features CO2 by-products, mild reaction conditions (room temperature and air atmosphere), and a wide variety of substrate scope, including an array of 2,3-disubstituted quinazolinone products.