59870-45-0Relevant articles and documents
Nucleophile-nucleofuge duality of azide and arylthiolate groups in the synthesis of quinazoline and tetrazoloquinazoline derivatives
Bizdēna, ērika,Jeminejs, Andris,Novosjolova, Irina,Turks, Māris
, p. 7706 - 7723 (2021/09/22)
5-Arylthio-tetrazolo[1,5-c]quinazolines (tautomers of 2-arylthio-4-azido-quinazolines) undergo facile nucleophilic aromatic substitution reactions with amines, alcohols and alkylthiols. This, combined with the recently reported arylsulfanyl group dance, provides straightforward access to 4-azido-2-N-,O-,S-substituted quinazolines and/or their tetrazolo tautomers from commercially available 2,4-dichloroquinazoline. The azidoazomethine-tetrazole tautomeric equilibrium and the electron-withdrawing character of the fused tetrazolo system plays a central role in the developed transformations. 5-Amino-substituted tetrazolo[1,5-c]quinazolines undergo media-controlled tautomeric equilibrium, which permits them to demonstrate the reactivity traditionally associated with the azido substituent. Furthermore, a method for 5-O-substitited tetrazolo[1,5-a]quinazolines from 2,4-diazidoquinazoline was developed during the structural elucidation of the substitution products. The developed methodology will facilitate medicinal chemistry investigations into quinazoline derivatives and the discovered fluorescent properties of some of the products (e.g., 4-(4-phenyl-1H-1,2,3-triazol-1-yl)-2-(4-methylpiperazin-1-yl)quinazoline:λem.= 461 nm,ΦDCM= 0.89) could serve as a starting point for their further applications in analytical and materials science.
USE OF COMPOUNDS FOR PREPARING ANTI-TUBERCULOSIS AGENTS
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Page/Page column 13, (2010/12/29)
Compounds of a compound of compound of general formula (I) wherein X1, X2, A, R1R2, R3 and R4 are as defined herein; are useful as anti-mycobacterial agents, especially agents for the treatment of tuberculosis.
2-4-DIAMINOQUINAZOLINES AS ANTITHROMBOTIC AGENTS
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, (2008/06/13)
2,4-diaminoquinazolines are employed as antithrombotic agents and have the following general formula: SPC1Wherein R 1 and R 2 are monovalent groups independently selected from the group consisting of EQU1 wherein R 4 and R 5 independently are selected from the group consisting of hydrogen, alkyl, and cycloalkyl, with the proviso that both R 4 and R 5 cannot be cycloalkyl, EQU2 wherein R 6, R 7, and R 8 independently are selected from the group consisting of hydrogen and alkyl, and A is a divalent organic group having from two to about six carbon atoms such that the two nitrogen atoms are separated by at least two carbon atoms, and C. heterocyclic-amino, andR 3 is a monovalent group selected from the group consisting of hydrogen, halogen, and alkyl.