A Synthetic Method to Access Symmetric and Non-Symmetric 2-(N,N'-disubstituted)guanidinebenzothiazoles

Molecules

Alejandro Cruz¹  Itzia I. Padilla-Martínez² 

[1] id="af1-molecules-17-10178">Departamento de Ciencias Básicas de la Unidad Profesional Interdisciplinaria de Biotecnología del IPN, Av. Acueducto s/n, Barrio la Laguna Ticomán, México, D.F., 07340, Mexi

关键词: 2-aminobenzothiazole;    dithiomethylcarboimidate;    isothiourea;    benzothiazole;    guanidine;   

DOI  :  10.3390/molecules170910178

来源: mdpi

【 摘 要 】

Symmetric and non-symmetric 2-(N-H, N-methyl, N-ethylenyl and N-aryl)guanidinebenzothiazoles were synthesized from the reaction of ammonia, methylamine, pyrrolidine and aniline with dimethyl benzo[d]thiazol-2-yl-carbono-dithioimidate (5) as intermediate. The products were characterized by ¹H-, ¹³C-NMR spectroscopy and three of them by X-ray diffraction analysis. HN-phenyl protons formed intramolecular hydrogen bonds that assist the stereochemistry of the second substituent, whereas the HN-alkyl protons were involved in intermolecular hydrogen bonding.

【 授权许可】

CC BY   
© 2012 by the authors; licensee MDPI, Basel, Switzerland.