TY - JOUR
T1 - A synthetic method to access symmetric and non-symmetric 2-(N,N'-disubstituted)guanidinebenzothiazoles
AU - Cruz, Alejandro
AU - Padilla-Martínez, Itzia I.
AU - García-Báez, Efrén V.
PY - 2012/9
Y1 - 2012/9
N2 - 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- carbonodithioimidate (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.
AB - 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- carbonodithioimidate (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.
KW - 2-aminobenzothiazole
KW - Benzothiazole
KW - Dithiomethylcarboimidate
KW - Guanidine
KW - Isothiourea
UR - http://www.scopus.com/inward/record.url?scp=84866889097&partnerID=8YFLogxK
U2 - 10.3390/molecules170910178
DO - 10.3390/molecules170910178
M3 - Artículo
C2 - 22922286
AN - SCOPUS:84866889097
SN - 1420-3049
VL - 17
SP - 10178
EP - 10191
JO - Molecules
JF - Molecules
IS - 9
ER -