3440-46-8

Usage

Uses

Used in Pharmaceutical Synthesis:
2-Methylquinazolin-4-aMine is used as a key intermediate in the synthesis of pharmaceuticals and other organic compounds. Its unique structural features and biological activities make it a valuable building block for the development of new drugs.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, 2-Methylquinazolin-4-aMine is utilized as a starting material for the design and synthesis of novel compounds with potential therapeutic applications. Its versatile chemical properties allow for the creation of a wide range of derivatives with diverse biological activities.
Used in Drug Development:
2-Methylquinazolin-4-aMine plays a crucial role in drug development, as its structural features can be exploited to create new molecules with improved pharmacological properties. Its potential applications in this field include the development of targeted therapies, as well as the enhancement of drug efficacy and selectivity.

Upstream product

• 29368-94-3 3-(2-aminophenyl)-5-methyl-1,2,4-oxadiazole 
• 75-05-8 acetonitrile 
• 1885-29-6 anthranilic acid nitrile 
• 61844-46-0 5-methyl<1,2,4>oxadiazolo<2,3-c>quinazolin-2-one 
• 64-19-7 acetic acid 
• 75-36-5 acetyl chloride 
• 78-39-7 Triethyl orthoacetate 
• 119392-83-5 1-benzyl-2-methyl-4(1H)-quinazolone oxime 
• 82216-70-4 3-(2-benzylaminophenyl)-5-methyl-1,2,4-oxadiazole 
• 108732-43-0 2-Methyl-3-oxy-1,2-dihydro-quinazolin-4-ylamine 
• 2042-37-7 o-cyanobromobenzene 
• 124-42-5 acetamidine hydrochloride 
• 119392-86-8 N-acetyl-2-benzylaminobenzonitrile 
• 5589-62-8 2-(benzylamino)benzonitrile 

Relevant academic research and scientific papers

Dawson heteropolyacid: A green, eco-friendly, and reusable catalyst for one-pot synthesis of 4-aminoquinazolines

A new multicomponent synthesis of 4-aminoquinazolines from the reaction of anthranilonitrile, acylchlorides, and ammonium acetate in the presence of catalytic amounts of Dawson-type heteropolyacids (HPAs) is reported. The catalytic performance of different forms of Dawson-type HPAs, H6 P2M18O62 (M = WVI, MoVI) and mixed addenda forms (M = CoII, CuII, NiII, MnIII) were compared and in all cases, maximum of yield was observed by using H6P2W18O62 as catalyst. The plausible mechanism was estimated. In all cases, the Dawson catalyst was easily recovered and recycled with retention of their initial structure and activity. The effects of reaction conditions have been studied and the results showed yields of reaction are good to excellent. Copyright Taylor and Francis Group, LLC.

Microwave-assisted thermal decomposition of formamide: A tool for coupling a pyrimidine ring with an aromatic partner

Rapid and efficient generation of CO and NH3 in the reaction mixture via microwave-assisted thermal decomposition of formamide may represent a significant improvement over existing methods for coupling a pyrimidine ring with an aromatic partner. This work aims at alerting readers on the probability to observe interesting phenomena and reactions when this very powerful heating mode is associated with thermally unstable reagents.

Efficient copper-catalyzed synthesis of 4-aminoquinazoline and 2,4-diaminoquinazoline derivatives

We have developed an efficient copper-catalyzed method for the synthesis of 4-aminoquinazoline and 2,4-diaminoquinazoline derivatives via reactions of substituted 2-bromobenzonitriles with amidines or guanidine, and the method is of economical and practic

Efficient three-component synthesis of 4-aminoquinazolines

4-Aminoquinazolines were synthesized in good yields via a one-pot, three-component reaction of anthranilonitrile, acylchlorides, and ammonium acetate in the presence of catalytic amounts silica-supported Preyssler nanoparticles under refluxing conditions.

An efficient method to prepare 4-aminoquinazolines: Potential application to conformation-restricted bleomycin analogs

(Chemical Equation Presented) To enhance the iron-chelating ability of P-3A, 4-aminoquinazolines were designed as conformation-restricted bleomycin analogs. An efficient method was developed to prepare the 4-aminoquinazoline heterocyclic nucleus, which en

One-pot three-component synthesis of 2-substituted 4-aminoquinazolines

A facile and rapid synthesis of the title compounds via one-pot reaction of 2-aminobenzonitrile, orthoesters and ammonium acetate under solvent-free and microwave condition is described.

Reaction of Nitriles under Acidic Conditions. Part VI. Synthesis of Condensed 4-Chloro- and 4-Aminopyrimidines from ortho-Aminonitriles

Condensation of a nitrile with benzene, furan and thiophene ortho-aminonitriles in the presence of dry hydrogen chloride yields condensed 4-chloropyrimidines, condensed 4-aminopyrimidines or a mixture of the two condensed pyrimidines in varying proportions depending upon the nature of the nitrile and the substrate, ortho-aminonitrile.

Ring Transformation of 1,2-Disubstituted 4(1H)-Quinazolone Oximes to 3,5-Disubstituted 1,2,4-Oxadiazoles

In basic media O-benzoyl- and O-acetyl-2-benzylaminobenzamide oxime (8b, c) give 5-substituted 3-(2-benzylaminophenyl)-1,2,4-oxadiazoles (9a, b), while on heating in pure water 2-amino-1-benzylbenzimidazole (10) is formed.Reaction of 2-(N-acylbenzylamino)benzonitrile (12) with hydroxylamine, or treatment of O-acyl-2-(N-benzoylbenzylamino)benzamide oximes (8f, g) with acid give the novel 1,2-disubstituted 4(1H)-quinazolone oximes 13, which isomerize on heating with alkali by an ANRORC mechanism to the 1,2,4-oxadiazoles 9a, b. - Keywords: ANRORC mechanism; 1,2,4-Oxadiazoles; 4(1H)-Quinazolone oximes

A New type of Dimroth Rearrangement: Formation of 1,2-Dihydro-3H-quinazolone 4-Oximes from 4-Amino-1,2-dihydroquinazoline 3-Oxides

Contrary to earlier claims the primary product of the reaction of aldehydes and o-aminobenzamide oxime is, irrespective of the aldehyde, always a 4-amino-1,2-dihydroquinazoline 3-oxide.Thermolysis of 1-unsubstituted 2-substituted quinazoline 3-oxides (5) in solution or in melt gives rise, by a new type of Dimroth rearrangement, to the isomeric 1,2-dihydro-4-quinazolone oximes (6), while the 1-benzyl 2-unsubstituted analogue (9j) yields, presumably by an addition-elimination ring transformation coupled with oxidation, a quinoidal quinazolone 4-oxime (17).

A STUDY OF THE PREPARATION AND REACTIONS OF THE UNUSALLY LABILE 5-METHYLOXADIAZOLOQUINAZOLIN-2-ONE

A ?2s + ?2s + ω2s cycloaddition of 4-isocyanato-2-methyl quinazoline 3-oxide leads to the title compound, 5-methyloxadiazoloquinazolin-2-one (1).Surprisingly, the weakest bond in 1 is 4-5.Rupture of this bond takes place thermally as well as with P(OR)3 leading to the isomeric, 5-methyloxadiazoloquinazolin-3-one (11).A detailed thermolytic study of 1 has given products arising from scission of the bonds 2-3, 3-4- and 4-5.The 3-4 bond is preferentially broken on photolysis of 1 in MeOH.