Synthesis and Antimicrobial Evaluation of Halogen-Containing Arylidene Thiazolo Triazinediones

• Published in: Phosphorus, sulfur, and silicon and the related elements Vol. 184; no. 12; pp. 3231 - 3240
• Main Authors: Karthikeyan, Mari Sithambaram, Mahalinga, Manjathuru, Karegoundar, Prakash, Poojary, Boja, Holla, Bantwal Shivarama
• Format: Journal Article
• Language: English
• Published: ABINGDON Taylor & Francis Group 24.11.2009; Taylor & Francis
• Subjects: 1,2,4-triazin-5-ones; Antibacterial; antifungal activity; arylidene thiazolo triazinediones; Chemistry; Chemistry, Inorganic & Nuclear; Chemistry, Organic; one pot; Physical Sciences; Science & Technology; arylidene thiazolo triazinediones; one pot; Antibacterial; 1,2,4-triazin-5-ones; antifungal activity
• ISSN: 1042-6507; 1563-5325
• DOI: 10.1080/10426500902979917

A series of 7-substituted arylidene-1,3-thiazolo[2,3-c]-1,2,4-triazine-4,6-diones were synthesized in an one-pot multicomponent reaction of 6-arylmethyl-3-mercapto-1,2,4-triazin-5-ones with substituted benzaldehydes and monochloroacetic acid in the presence of acetic anhydride, acetic acid, and sodium acetate. The structures of the new compounds were supported by IR, 1 H NMR, MS, and analytical data. All the new compounds were tested for their antibacterial and antifungal activity. Arylidene thiazolo triazinediones with 1,3-benzodioxolo substituent at seventh and p-chlorophenyl or 2,4-dichlorophenyl substituents at third displayed good antibacterial and antifungal activity. And also compound bearing 2,3,5-trimethoxyphenyl substituent at seventh and 2,4-dichlorophenyl substituent at third displayed good activity.