958-77-0

Upstream product

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

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 academic research and scientific papers

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.

Method for synthesis of quinazolinone derivative

The invention discloses a method for synthesis of quinazolinone; the method comprises the steps of starting from o-aminobenzamide, taking water as a solvent, carrying out a ring-enlargement reaction with benzaldehyde, to generate a dihydroquinazolinone intermediate, and then under participation of a metal iridium complex, dehydrogenating to obtain the quinazolinone derivative; the reaction shows three remarkable advantages: 1) the reaction is carried out in an aqueous solution so as to reduce use of a large amount of organic solvents, and water is a cheap, green and safe solvent; 2) the reaction avoids use of highly toxic oxidants, so as to avoid damage to the environment; and 3) hydrogen gas generated from the reaction is a by-product, and has no environmental pollution; therefore, the reaction accords with the requirements of green chemistry, and has broad prospects for development.

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.

Base mediated synthesis of 2-aryl-2,3-dihydroquinazolin-4(1H)-ones from 2-aminobenzonitriles and aromatic aldehydes in water

An environmentally friendly and mild procedure to obtain 2,3-dihydroquinazolin-4(1H)-ones from 2-aminobenzonitriles and aromatic aldehydes has been developed. The reactions took place in water with inorganic base (K3PO4) as the only promoter. Various desired products have been prepared in moderate to good yields under identical conditions. Further transformation of dihydroquinazolinones to quinazolinones was carried out as well with TBHP as the oxidant.

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.

Thiamine hydrochloride (VB1) as an efficient promoter for the one-pot synthesis of 2,3-dihydroquinazolin-4(1H)-ones

A facile, efficient, and environmentally friendly procedure for the synthesis of 2,3-dihydroquinazolin-4(1H)-ones from isatoic anhydride, aldehyde, and ammonium acetate in the presence of thiamine hydrochloride (VB1) in EtOH is described. The p

Gallium(III) triflate-catalyzed one-pot selective synthesis of 2,3-dihydroquinazolin-4(1H)-ones and quinazolin-4(3H)-ones

A series of 2,3-dihydroquinazolin-4(1H)-ones and quinazolin-4(3H)-ones have been synthesized in good to excellent yields and high selectivity by one-pot reaction using isatoic anhydride, ammonium acetate (or amines), and aldehydes in ethanol or in DMSO under mild conditions, respectively. The reaction was efficiently promoted by 1 mol % Ga(OTf)3 and the catalyst could be recovered easily after the reactions and reused without evident loss of reactivity.

Reductive cyclization of nitro and azide compounds with aldehydes and ketones promoted by metallic samarium and catalytic amount of iodine

Reductive cyclization of nitro and azide compounds was discussed. The cyclization was done with aldehydes and ketones which is promoted by metallic samarium and catalytic amount of iodine. Results showed that three equivalents of samarium were required when the substrate was a nitro compound and one equivalent of samarium was needed for the azide compounds.

Facile synthesis of 2,3-dihydro-2-aryl-4(1H)-quinazolinones promoted by Sml2

2,3-Dihydro-2-aryl-4(1H)-quinazolinones were prepared in good yields via reductive cyclisation of o-azidobeneamides with aldehydes and ketones promoted by Sml2 under mild and neutral conditions.