| Identification | Back Directory | [Name]
1-Methyl-1H-1,2,4-triazol-3-amine | [CAS]
49607-51-4 | [Synonyms]
1-methyl-1,2,4-triazol-3-amine
3-Amino-1-methyl-1,2,4-triazole
1-Methyl-1H-1,2,4-triazol-3-amine
3-Amino-1-methyl-1H-1,2,4-triazole
1H-1,2,4-Triazol-3-amine, 1-methyl-
1-methyl-1H-1,2,4-triazol-3-amine(SALTDATA: HCl) | [Molecular Formula]
C3H6N4 | [MDL Number]
MFCD12405025 | [MOL File]
49607-51-4.mol | [Molecular Weight]
98.11 |
| Chemical Properties | Back Directory | [Melting point ]
81-86℃ | [Boiling point ]
281.9±23.0 °C(Predicted) | [density ]
1.44±0.1 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Inert atmosphere,Room temperature | [solubility ]
DMSO (Sparingly), Methanol (Slightly) | [form ]
Solid | [pka]
5.15±0.10(Predicted) | [color ]
Pale Yellow to Light Yellow |
| Hazard Information | Back Directory | [Uses]
N2-Methylpyridine-2,3-diamine is a useful reagent in synthesis of imidazopyridines, which show tuberculostatic activity. | [Synthesis]
General procedure for the synthesis of 1-methyl-1H-1,2,4-triazol-3-amine from 1-methyl-3-nitro-1H-1,2,4-triazole:
Example H; 1-methyl-1H-[1,2,4]triazol-3-ylamine; 1-methyl-3-nitro-1H-1,2,4-triazole (613 mg, 4.8 mmol) synthesized according to the method described by R.W. Middleton et al. (Synthesis 1984, 740-3) was dissolved in 6 mL of methanol. 10% palladium carbon catalyst (51 mg) and hydrazine monohydrate (543 mg, 11 mmol) were added. The reaction mixture was refluxed for 1.5 hours. Upon completion of the reaction, the palladium carbon was removed by filtration and the catalyst was washed with methanol. The solvent was evaporated to afford 1-methyl-1H-1,2,4-triazol-3-amine (469 mg, 99% yield) as a white solid. | [References]
[1] Patent: US2006/160857, 2006, A1. Location in patent: Page/Page column 55
[2] Patent: JP5829520, 2015, B2. Location in patent: Paragraph 0498
[3] Journal of the American Chemical Society, 2017, vol. 139, # 3, p. 1261 - 1274
[4] Journal of Organic Chemistry USSR (English Translation), 1988, vol. 24, # 10, p. 1935 - 1940
[5] Zhurnal Organicheskoi Khimii, 1988, vol. 24, # 10, p. 2145 - 2151 |
|
|