8-Dihydro-3-methyl-7-amino-[1,2,4]triazino[3,4-b][1,3,4]thiadiazine
by
Majid M. Heravi
1,3,*, 
Ghadir Rajabzadeh
1,
Mohammad Rahimizadeh
1,
Mehdi Bakavoli
1 and
Mitra Ghassemzadeh
2 1
Department of Chemistry, School of Sciences, Ferdowsi University of Mashhad, Iran. Department of Chemistry
2
Chemistry & Chemical Engineering Research Center of Iran, P.O.Box 14335-186, Tehran, Iran
3
Present address : School of Sciences, Azzahra University, Vanak, Tehran, Iran
*
Author to whom correspondence should be addressed.
Molecules 2000, 5(12), M190; https://doi.org/10.3390/M190
Submission received: 23 October 2000
/
Accepted: 30 November 2000
/
Published: 25 December 2000
(This article belongs to the Section Molbank Section of Molecules, 1997-2001)
8-Dihydro-3-methyl-7-amino-[1,2,4]triazino[3,4-b][1,3,4]thiadiazine 2 was prepared by the cyclocondensation of 4-amino-6-methyl-3-thio-1,2,4-triazin-5-one 1 with chloro-acetonitrile in the presence of triethylamine in refluxing CH3CN. Compound 1 (316 mg, 2 mmol) was dissolved in acetonitrile (8 mL) containing triethylamine (0.4 mL, excess). To this solution chloroacetonitrile (0.2 mL, excess) was added. The reaction mixture was refluxed for 5hrs. The solvent was removed and the residue was subjected to column chromatography using CHCl3: MeOH 97:3 to afford 24 mg (61%) of 2 as white crystals.
Mp.: 114-115°C.
1H-NMR (100 MHz, d6-DMSO): 2.2 (s, 3H, CH3), 5.45 (s, 2H, CH2), 6.54 (s, 2H, NH2, exchangeable with D2O).
MS: 196 (12), 195 (44), 194 (79), 193 (89), 86 (20), 72 (43), 70 (100), 45 (43).
IR (KBr disc): 3300, 3250, 1690, 1550, 1440, 910, 880.
Supplementary Materials
References
- Dornow, A.; Menzel, H.; Marx, P. Ber. 1964, 2173.
Sample Availability: Available from the authors. |
© 2000 by the author. All rights reserved. Molecules website www.mdpi.org/molecules/.
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MDPI and ACS Style
Heravi, M.M.; Rajabzadeh, G.; Rahimizadeh, M.; Bakavoli, M.; Ghassemzadeh, M. 8-Dihydro-3-methyl-7-amino-[1,2,4]triazino[3,4-b][1,3,4]thiadiazine. Molecules 2000, 5, M190. https://doi.org/10.3390/M190
AMA Style
Heravi MM, Rajabzadeh G, Rahimizadeh M, Bakavoli M, Ghassemzadeh M. 8-Dihydro-3-methyl-7-amino-[1,2,4]triazino[3,4-b][1,3,4]thiadiazine. Molecules. 2000; 5(12):M190. https://doi.org/10.3390/M190
Chicago/Turabian StyleHeravi, Majid M., Ghadir Rajabzadeh, Mohammad Rahimizadeh, Mehdi Bakavoli, and Mitra Ghassemzadeh. 2000. "8-Dihydro-3-methyl-7-amino-[1,2,4]triazino[3,4-b][1,3,4]thiadiazine" Molecules 5, no. 12: M190. https://doi.org/10.3390/M190
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