1101868-64-7

Basic information

• Product Name: 6-phenyl-[1,3]dioxolo[4,5-g]quinazoline
• Synonyms: 6-phenyl-[1,3]dioxolo[4,5-g]quinazoline
• CAS NO: 1101868-64-7
• Molecular Weight: 250.257
• Mol File: 1101868-64-7.mol
• Article Data: 10

Chemical Properties

• CAS DataBase Reference: 6-phenyl-[1,3]dioxolo[4,5-g]quinazoline(CAS DataBase Reference)
• NIST Chemistry Reference: 6-phenyl-[1,3]dioxolo[4,5-g]quinazoline(1101868-64-7)
• EPA Substance Registry System: 6-phenyl-[1,3]dioxolo[4,5-g]quinazoline(1101868-64-7)

Safety Data

• Hazardous Substances Data: 1101868-64-7(Hazardous Substances Data)

Upstream product

• 1670-14-0 benzamidine monohydrochloride 
• 67496-29-1 1-bromo-6-aminomethyl-3,4-(methylenedioxy)-benzene 
• 103-82-2 phenylacetic acid 
• 15341-08-9 (6-nitrobenzo[d][1,3]dioxol-5-yl)methanol 
• 100-47-0 benzonitrile 
• 100-46-9 benzylamine 
• 100-52-7 benzaldehyde 
• 15930-53-7 6-bromo-3,4-methylenedioxybenzaldehyde 
• 1446449-39-3 C₁₄H₁₂N₂O₂ 
• 67-68-5 dimethyl sulfoxide 
• 5434-47-9 5-bromo-6-bromomethylbenzo[1,3]dioxole 
• 55-21-0 benzamide 

Relevant articles and documents

Sulfur-Mediated Decarboxylative Coupling of 2-Nitrobenzyl Alcohols and Arylacetic Acids

We report a new method for the synthesis of substituted quinazolines by the condensation of 2-nitrobenzyl alcohols with arylacetic acids. The transformation requires the use of urea as a nitrogen source, elemental sulfur as a promoter, DABCO as a base, and DMSO as a solvent. Functionalities such as chloro, fluoro, trifluoromethyl, thienyl, and indolyl groups were all compatible with the reaction conditions. Because our method uses stable simple substrates to obtain the N,N-heterocycles in the absence of transition metals, it offers a potential pathway for preparing complex structures under mild conditions.

Divergent Synthesis of Quinazolines Using Organocatalytic Domino Strategies under Aerobic Conditions

An easy and efficient organocatalytic approach to the synthesis of 2-substituted quinazolines is described based on the reaction between 2-aminobenzylamines and aldehydes or alcohols or amines. Three organocatalytic platforms were investigated, using 3-nitropyridine, pyridine N-oxide, and vitamin B3. Having established the new catalytic systems, the tandem transformations of 2-aminobenzylamines to give substituted quinazolines were achieved in excellent yields and with a broad substrate scope, with no formation of toxic side-products. The investigated conditions are not restricted to the use of aldehydes; the protocol also works well with alcohols or amines as substrates. These are oxidized in situ to the corresponding aldehydes to achieve the successful transformation. A mechanistic proposal has been drawn up based on control experiments. We found that under aerobic conditions, catalytic amounts of H2O2 can be generated; this plays a key role in the efficacy of the described approach. The green chemistry metrics of the developed method are also presented. The E factor of 8.18 mg/1 mg demonstrates that the reported method is an excellent complement to previous protocols.

Copper-Catalyzed Multicomponent Domino Reaction of 2-Bromoaldehydes, Benzylamines, and Sodium Azide for the Assembly of Quinazoline Derivatives

An efficient three-component domino reaction of 2-bromoaldehydes, benzylamines, and sodium azide has been developed for the synthesis of quinazoline derivatives. This domino process involves copper-catalyzed SNAr, oxidation/cyclization, and denitrogenation sequences. The mild catalytic system enabled the effective construction of three C-N bonds in one operation.