ABSTRACT
Azines derived from substituted phenacyl aryl/cyclohexyl sulfide on treatment with excess phosphorous oxychloride in N,N-dimethylformamide have been found to yield two isomeric pyrazoles in each case. A plausible mechanism has been suggested for the formation of the products. The antimycobacterial activity of the isomeric compounds has been tested against Mycobacterium tuberculosis (MTB).
Subject(s)
Anti-Bacterial Agents/chemical synthesis , Pyrazoles/pharmacology , Sulfides/pharmacology , Anti-Bacterial Agents/pharmacology , Antitubercular Agents/chemistry , Antitubercular Agents/pharmacology , Dimethylformamide , Formamides/chemistry , Microbial Sensitivity Tests , Mycobacterium tuberculosis/drug effects , Pyrazoles/chemistry , Sulfides/chemistryABSTRACT
In the title compound, C(22)H(16)N(4)O(4)S, the dihedral angles between the pyrazole ring and the pendant aromatic rings are 26.2â (1), 41.1â (1) and 89.5â (1)°. In the crystal structure, an intermolecular C-Hâ¯N bond helps to establish the packing. A short Câ¯C contact of 3.110â (12)â Å is observed between the C atom of the pyrazole CH group and one of the α-C atoms of the 4-methyl-phenyl ring.