
Phosphorus, Sulfur and Silicon and the Related Elements p. 77 - 89 (2000)
Update date:2022-07-29
Topics:
El-Brollosy, Nasser R.
4-Amino-3-mercapto-6-methyl-1,2,4-triazin-5(4H)-one (1) and its 5-thioxo derivative 4 were reacted with phenacyl halides at different reaction conditions to yield the S-phenacyl derivatives 2a,b, 5 as well as the corresponding triazino[3,4-b][1,3,4]thiadiazines 3a,b, 6. Treatment of 1 with acrylonitrile gave 4-amino-3-(2-cyanoethyl)thio-6-methyl-1,2,4-triazin-5(4H)-one (7), which was condensed with various aldehydes to afford the corresponding anils 10a-c. Acid hydrolysis of 10b gave the corresponding acid 11, whereas 7 yielded 4-amino-3-hydroxy-6-methyl-5(4H)-oxo-1,2,4-triazine hydrochloride (12) under the same condition. Some new compounds exhibited antibacterial and antifungal activities.
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Doi:10.1021/jo00220a007
(1985)Doi:10.1021/jacs.6b06253
(2016)Doi:10.3390/antibiotics10060728
(2021)Doi:10.1248/cpb.48.1964
(2000)Doi:10.1139/v71-263
(1971)Doi:10.1039/c8ra04893b
(2018)