7455-77-8

Basic information

• Product Name: 4(3H)-Quinazolinone, 2-(4-chlorophenyl)-
• Synonyms: 4(3H)-Quinazolinone, 2-(4-chlorophenyl)-;2-(4-chlorophenyl)quinazolin-4-ol;2-(4-chlorophenyl)-4(1H)-quinazolinone;2-(4-CHLOROPHENYL)QUINAZOLIN-4(3H)-ONE
• CAS NO: 7455-77-8
• Molecular Formula: C₁₄H₉ClN₂O
• Molecular Weight: 256.68706
• Mol File: 7455-77-8.mol
• Article Data: 181

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 4(3H)-Quinazolinone, 2-(4-chlorophenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 4(3H)-Quinazolinone, 2-(4-chlorophenyl)-(7455-77-8)
• EPA Substance Registry System: 4(3H)-Quinazolinone, 2-(4-chlorophenyl)-(7455-77-8)

Safety Data

• Hazardous Substances Data: 7455-77-8(Hazardous Substances Data)

Upstream product

• 52962-92-2 2-(4-Chlorobenzamido)benzamide 
• 104-88-1 4-chlorobenzaldehyde 
• 28144-70-9 anthranilic acid amide 
• 104655-42-7 2-(4-chlorophenyl)-3,4-dihydro-5H-1,3,4-benzotriazepin-5-one 
• 74-11-3 para-chlorobenzoic acid 
• 153172-72-6 4-chloro-N-(2-cyanophenyl)benzamide 
• 63002-70-0 2-(4-chlorophenyl)-3-aminoquinazolin-4(3H)-one 
• 623-03-0 4-Cyanochlorobenzene 
• 134-20-3 2-carbomethoxyaniline 
• 118-48-9 isatoic anhydride 
• 10345-77-4 2-nitro-N,N-diethylbenzamide 
• 122-01-0 4-chloro-benzoyl chloride 
• 118-92-3 anthranilic acid 
• 18600-52-7 2-(4-chlorophenyl)-4H-benzo[d][1,3]oxazin-4-one 

Downstream Products

• 65772-27-2 2-(4-chloro-phenyl)-3-morpholin-4-ylmethyl-3H-quinazolin-4-one 
• 59490-94-7 4-chloro-2-(4-chlorophenyl)-quinazoline 
• 1382529-56-7 2-(4-chlorophenyl)-4-p-tolylsulfanylquinazoline 
• 1382529-57-8 2-(4-chlorophenyl)-4-phenylsulfanylquinazoline 
• 1382529-58-9 2-(4-chlorophenyl)-4-(4-fluorophenylsulfanyl)quinazoline 
• 1382529-59-0 2-(4-chlorophenyl)-4-(4-chlorophenylsulfanyl)quinazoline 
• 1388188-22-4 C₁₈H₁₃ClN₂O₅ 
• 900613-41-4 C₁₅H₁₀ClN₅ 
• 105250-97-3 2-(4-chloro-phenyl)-3H-quinazolin-4-thione 
• 315715-71-0 C₁₄H₁₁ClN₄ 
• 1429045-91-9 C₂₈H₁₉ClN₆S 
• 1229610-04-1 2-(4-chloro-phenyl)-4-phenyl-quinazoline 
• 1520087-46-0 2-(4-chlorophenyl)-4-(p-tolyl)quinazoline 
• 1520087-48-2 2-(4-chlorophenyl)-4-(chlorophenyl)quinazoline 

Relevant articles and documents

Access to 2-Arylquinazolin-4(3H)-ones through Intramolecular Oxidative C(sp3)?H/N?H Cross-Coupling Mediated by I2/DMSO

A novel approach for the synthesis of 2-arylquinazolin-4(3H)-ones was developed. A series of title compounds were obtained with good functional group tolerance and good yields by I2/DMSO-mediated intramolecular oxidative cross-coupling of 2-(benzylamino)benzamides to form C=N double bonds. This method was applicable for gram-scale synthesis. A proposed reaction pathway based on some control experiments was also provided.

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.

Photocatalyst-free visible-light-promoted quinazolinone synthesis at room temperature utilizing aldehydes generatedin situ viaC=C bond cleavage

This is the first report on a facile tandem route for synthesizing quinazolinones at room temperature from various aminobenzamides andin situ-generated aldehydes. The latter was formedviaC=C bond cleavage, and the overall reaction proceeded using molecular oxygen as a clean oxidant in the absence of a photocatalyst. Visible light, which was indispensable for the entire course of the reaction, played multiple roles. It initially cleaved styrene to an aldehyde, then facilitated its cyclization with ano-substituted aniline, and finally promoted the dehydrogenation of the cyclized intermediate. The previous step provided the feedstock for the next step in the reaction, thereby preventing volatilization, oxidation, and polymerization of the aldehyde. Thus, the overall process is simple, environmentally benign, and economically feasible.