958-77-0

Basic information

• Product Name: 6-chloro-2-phenyl-2,3-dihydroquinazolin-4(1H)-one
• Synonyms: 6-chloro-2-phenyl-2,3-dihydroquinazolin-4(1H)-one
• CAS NO: 958-77-0
• Molecular Weight: 258.707
• Mol File: 958-77-0.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: 6-chloro-2-phenyl-2,3-dihydroquinazolin-4(1H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: 6-chloro-2-phenyl-2,3-dihydroquinazolin-4(1H)-one(958-77-0)
• EPA Substance Registry System: 6-chloro-2-phenyl-2,3-dihydroquinazolin-4(1H)-one(958-77-0)

Safety Data

• Hazardous Substances Data: 958-77-0(Hazardous Substances Data)

Upstream product

• 100-52-7 benzaldehyde 
• 4743-17-3 5-Chloroisatoic anhydride 
• 5202-85-7 2-Amino-5-chlorobenzamide 
• 100-39-0 benzyl bromide 
• 100-44-7 benzyl chloride 
• 5922-60-1 2-amino-5-chlorobenzonitrile 

Downstream Products

• 1026-12-6 6-chloro-2-phenyl-3H-quinazolin-4-one 
• 7012-92-2 3-benzyl-6-chloro-2-phenylquinazolin-4(3H)-one 

Relevant articles and documents

One-Pot, Borax-mediated synthesis of structurally diverse N, S-heterocycles in water

Herein, a borax–mediated convenient and efficient strategy for the synthesis of prominent structurally diverse N, S-heterocycles such as quinazolin-4(3H)-one, benzothiadiazine 1,1-dioxide, benzothioazole, and benzoxazoles from readily available 2-aminobenzamide/2-aminobenzenesulfonamide/2-aminothiophenol/2-aminophenol with α,α,α-trihalotoluenes at 100 ℃ in water is elaborated. Upon using aldehydes instead of α,α,α-trihalotoluenes, the reactions proceed through domino fashion under the catalytic effect borax to yield 2,3-dihydroquinazolin-4(1H)-one, 3,4-dihydrothiadiazine 1,1-dioxide, and benzothiazoles in one-pot at 60 ℃. The advantages of this protocol are practical simplicity, large substrate scope, moderate to excellent yields, and the use of water as the solvent.

Convenient and Scalable Synthesis of 2,3-Dihydroquinazolin-4(1 H)-one Derivatives and Their Anticancer Activities

An efficient and mild InBr3-catalyzed approach to synthesize 2,3-dihydroquinazolin-4(1H)-one derivatives (3a-3aa) has been developed. Notably, all the products were isolated by recrystallization and the reaction is accessible on a gram scale. Moreover, the reactions only require 10-60 min. All the synthesized compounds were evaluated for their in vitro anticancer activity against four human cancer cell lines.

One-pot tandem approach for the synthesis of quinazolinones from ortho-aminobenzamides, benzyl halides and benzyl alcohols

A one-pot tandem procedure is described for the synthesis of quinazolinones from benzyl halides or benzyl alcohols and ortho-aminobenzamides leading to the production of quinazolinones with high yields under mild conditions in DMSO without requiring an additional oxidant. According to the current method benzyl chlorides, benzyl bromides and benzyl alcohols bearing a range of substituents are suitable substrates.