Synthesis and Crystal Structure of 1-(3-Fluorophenyl)-2-thioxo-2,3-dihydroquinazolin-4(1H)-one

Crystals

Aamer Saeed¹ 

[1] Department of Chemistry, Quaid-I-Azam University, Islamabad 45320, Pakistan

关键词: quinazolinone;    3-aryl-2-thioxo-2;    3-dihydroquinazolin-4(1H)-ones;    synthesis;   

DOI  :  10.3390/cryst1040254

来源: mdpi

【 摘 要 】

The base catalyzed intramolecular nucleophilic cyclization of 1-(2-bromobenzoyl)-3-(2-fluorophenyl)thiourea (1) in the presence of N,N-dimethyl formamide (DMF) afforded the 1-(3-fluorophenyl)-2-thioxo-2,3-dihydroquinazolin-4(1H)-one (2) by an intramolecular nucleophilic substitution S_NAr mechanism. The structure was supported by the spectroscopic data and unambiguously confirmed by the single crystal X-ray diffraction data. It crystallizes in the orthorhombic space group P na2₁ with unit cell dimensions a = 22.430(4), b = 8.1478(16), c = 13.522(3) Å, V = 2471.2(9) ų. There are two independent molecules per asymmetric unit that are linked to centrosymmetric AB-dimers via intermolecular N-H…S bonds.

【 授权许可】

CC BY   
© 2011 by the authors, licensee MDPI, Basel, Switzerland.