1335439-90-1

Basic information

• Product Name: N-phenethylquinazolin-2-amine
• Synonyms: N-phenethylquinazolin-2-amine
• CAS NO: 1335439-90-1
• Molecular Weight: 249.315
• Mol File: 1335439-90-1.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: N-phenethylquinazolin-2-amine(CAS DataBase Reference)
• NIST Chemistry Reference: N-phenethylquinazolin-2-amine(1335439-90-1)
• EPA Substance Registry System: N-phenethylquinazolin-2-amine(1335439-90-1)

Safety Data

• Hazardous Substances Data: 1335439-90-1(Hazardous Substances Data)

Upstream product

• 40138-16-7 2-formylbenzene boronic acid 
• 2235-99-6 (2-phenylethyl)guanidine hydrochloride 
• 64-04-0 phenethylamine 
• 1687-51-0 quinazolin-2-ylamine 
• 60-12-8 2-phenylethanol 
• 1943-82-4 phenethyl isocyanate 
• 1335439-76-3 3-phenethyl-3,9-dihydrotetrazolo[5,1-b]quinazoline 
• 1335439-61-6 C₁₆H₁₅N₅ 
• 1335438-93-1 C₂₅H₂₁N₄P 
• 946120-12-3 1-azido-2-azidomethylbenzene 

Relevant articles and documents

2-Aminoquinazolines by Chan-Evans-Lam Coupling of Guanidines with (2-Formylphenyl)boronic Acids

A new method is presented for the synthesis of 2-aminoquinazolines, which is based on a Chan-Evans-Lam coupling of (2-formylphenyl)boronic acids with guanidines. Relatively mild conditions involving the use of inexpensive CuI as a catalyst and methanol as a solvent permit the application of the method to a wide range of substrates. Nonsubstituted, N-monosubstituted, and N,N-disubstituted guanidines can be used as reactants to give the corresponding 2-aminoquinazolines in moderate yields from readily available (2-formylphenyl)boronic acids.

Unprecedented intramolecular [3 + 2] cycloadditions of azido-ketenimines and azido-carbodiimides. Synthesis of indolo[1,2-a]quinazolines and tetrazolo[5,1-b]quinazolines

N-(2-Azidomethyl)phenyl ketenimines and N-(2-azidomethyl)phenyl-N′- alkyl(aryl) carbodiimides undergo, under mild thermal conditions, intramolecular [3 + 2] cycloaddition reactions between the azido group and either the CC or the distal CN double bonds of the ketenimine and carbodiimide functions respectively. The reaction products are indolo[1,2-a]quinazolines and/or indolo[2,1-b]quinazolines in the case of azido-ketenimines, and tetrazolo[5,1-b]quinazolines in the case of azido-carbodiimides. The formation of the two classes of indoloquinazolines implies the ulterior dinitrogen extrusion from the non-isolated, putative [3 + 2] cycloadducts between the azide and ketenimine functions, whereas in the case of azido-carbodiimides the initial cycloadducts, tetrazoloquinazolines, were cleanly isolated and further converted into 2-aminoquinazolines by thermally induced dinitrogen extrusion.