16347-56-1

Basic information

• Product Name: 3-(2-Propynyl)quinazolin-4(3H)-one
• Synonyms: 3-(2-Propynyl)quinazolin-4(3H)-one
• CAS NO: 16347-56-1
• Molecular Formula: C₁₁H₈N₂O
• Molecular Weight: 184.19
• Mol File: 16347-56-1.mol
• Article Data: 13

Chemical Properties

• Melting Point: 116-118 °C
• Boiling Point: 333.6±44.0 °C(Predicted)
• Appearance: /
• Density: 1.11±0.1 g/cm3(Predicted)
• PKA: -0.27±0.70(Predicted)
• CAS DataBase Reference: 3-(2-Propynyl)quinazolin-4(3H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(2-Propynyl)quinazolin-4(3H)-one(16347-56-1)
• EPA Substance Registry System: 3-(2-Propynyl)quinazolin-4(3H)-one(16347-56-1)

Safety Data

• Hazardous Substances Data: 16347-56-1(Hazardous Substances Data)

Upstream product

• 5632-36-0 2,3-dihydro-4(1H)-quinazolinone 
• 119072-55-8 tert-butylisonitrile 
• 4943-83-3 2-amino-N-(prop-2-yn-1-yl)benzamide 
• 83-34-1 3-Methylindole 
• 2450-71-7 Propargylamine 
• 123-91-1 1,4-dioxane 
• 107-19-7 propargyl alcohol 
• 107-21-1 ethylene glycol 
• 106-96-7 propargyl bromide 
• 491-36-1 4-quinazolinol 
• 118-92-3 anthranilic acid 
• 4637-24-5 N,N-dimethyl-formamide dimethyl acetal 
• 100061-47-0 4-isopropylidenehydrazinoquinazoline 
• 5190-68-1 4-chloroquinazoline 

Downstream Products

• 1449434-89-2 3-((1-(2,3,5-tri-O-benzoyl-β-D-ribofuranos-1-yl)-1,2,3-triazol-4-yl)methyl)quinazolin-4-one 
• 52829-71-7 2-(2-aminophenyl)-5-methyloxazole 
• 5221-67-0 5-methyl-2-phenyloxazole 
• 25379-67-3 N-[2-(5-methyl-oxazol-2-yl)-phenyl]-formamide 

Relevant articles and documents

Microwave-assisted [3+2] cycloaddition and suzuki-miyaura cross-coupling for a concise access to polyaromatic scaffolds

Novel 3-(prop-2-ynyl)pyrido[2,3-d]pyrimidin-4(3H)-ones and 3-(prop-2-ynyl)quinazolin-4(3H)-ones have been synthesized in a high-yielding microwave-assisted one-pot procedure. The one-pot sequence was conveniently extended to the synthesis of commercially unavailable 6-bromo-N 3-propargylpyrido[2,3-d]pyrimidinone by a regiocontrolled bromination with NBS. The synthetic scaffolds were successfully converted into triazoles by copper(I)-catalyzed [3+2] cycloaddition and substituted at the 6-position by Suzuki-Miyaura cross-coupling in high overall yields. A microwave-assisted one-pot sequential synthesis involving esterification, formylation, bromination, and cyclization of anthranilic and 2-aminonicotinic acid derivatives provides access to N3-propargylquinazolinones or -pyridopyrimidinones in high overall yields. Functionalization by [3+2] cycloaddition and Suzuki-Miyaura cross-coupling rapidly led to 48 novel polyaromatic heterocycles.

Visible-light induced copper(i)-catalyzed oxidative cyclization of: O -aminobenzamides with methanol and ethanol via HAT

The use of the in situ generated ligand-copper superoxo complex absorbing light energy to activate the alpha C(sp3)-H of MeOH and EtOH via the hydrogen atom transfer (HAT) process for the synthesis of quinazolinones by oxidative cyclization of alcohols with o-aminobenzamide has been investigated. The synthetic utility of this protocol offers an efficient synthesis of a quinazolinone intermediate for erlotinb (anti-cancer agent) and 30 examples were reported.

Selective Oxidative Cleavage of 3-Methylindoles with Primary Amines Affording Quinazolinones

A selective functionalization of C-C-C bonds toward N-C-O bonds is realized by an n-Bu4NI-catalyzed reaction of 3-methylindoles with primary amines using TBHP as the unique oxidant. The systematic process involves oxygenation, nitrogenation, ring-opening, and recyclization, affording a broad range of quinazolinones in good to excellent yields.