Premium
Antimicrobial Activity of Some Novel Thiourea, Hydrazine, Fused Pyrimidine and 2‐(4‐Substituted)anilinobenzoazole Derivatives Containing Sulfonamido Moieties
Author(s) -
ElGaby Mohamed S. A.,
Micky Jehane A.,
Taha Nadia M.,
Sh. ElSharief Marwa A. M.
Publication year - 2002
Publication title -
journal of the chinese chemical society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.329
H-Index - 45
eISSN - 2192-6549
pISSN - 0009-4536
DOI - 10.1002/jccs.200200064
Subject(s) - chemistry , thiourea , anthranilic acid , antimicrobial , pyrimidine , carboxylic acid , thiophene , hydrazine (antidepressant) , medicinal chemistry , molecule , organic chemistry , stereochemistry , chromatography
Thiophosgenation of sulfonamides 1a‐c in the presence of dilute HCl at room temperature furnished the isothiocyanatosulfonamides 2a‐c and treatment with aromatic amines gave 1,3‐disubstituted thioureas 3a,b . Also, interaction of two molecules of 2c with 1,4‐phenylenediamine yielded the novel bisthiourea 4 . Cyclocondensation of 2 with ortho amino carboxylic acid compounds such as anthranilic acids 8 , 5‐amino‐1‐phenyl‐pyrazol‐4‐carboxylic acid 9 and 4,5,6,7‐tetrahydro‐2‐amino‐benzo[b]thiophene‐3‐carboxylic acid 10 furnished the fused thiopyrimidines 11a‐d, 12 and 13 , respectively. 2‐Anilinobenzoazole derivatives 15a‐c, 16a, b and 17a,b were obtained through cyclocondensation of 2 with 1,2‐dinucleophiles.