3-AMINO-1,2,4-TRIAZINE Chemical Properties

Melting point:

174-177 °C(lit.)

Boiling point:

169.59°C (rough estimate)

Density 

1.2170 (rough estimate)

refractive index 

1.7380 (estimate)

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

solubility 

DMSO (Sonicated), Methanol (Slightly, Sonicated)

pka

3.67±0.63(Predicted)

form 

Crystalline Powder

color 

Brown

InChI

InChI=1S/C3H4N4/c4-3-5-1-2-6-7-3/h1-2H,(H2,4,5,7)

InChIKey

MJIWQHRXSLOUJN-UHFFFAOYSA-N

SMILES

N1C=CN=C(N)N=1

CAS DataBase Reference

1120-99-6(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-37/39-24/25

WGK Germany 

3

RTECS 

XY2969000

HS Code 

29336990

MSDS

• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich

3-AMINO-1,2,4-TRIAZINE Usage And Synthesis

Chemical Properties

BROWN CRYSTALLINE POWDER

Uses

1,2,4-Triazin-3-amine can be used as integrade inhibiting antiviral agents.

Synthesis

Example 22 Synthesis of 1,2,4-triazin-3-amine (16): an aqueous solution of glyoxal (57 kg, 40 wt% aqueous, 393 mol, 0.73 eq.) was slowly added to a suspension of aminoguanidine bicarbonate (73 kg, 536.3 mol) in water (400 L) and the reaction was carried out at room temperature. Immediately after addition, the release of carbon dioxide (CO2) gas was observed. The reaction mixture was stirred continuously at room temperature for 18 hours, and the gas release essentially stopped after about 2 hours. Upon completion of the reaction, the mixture was separated by filtration and the filtrate was evaporated to dryness under reduced pressure. The resulting residue was extracted with cold methanol (MeOH, 3 x 120 L) and the combined methanol extracts were cooled to 0-5 °C to remove insoluble solids. Subsequently, the filtrate was concentrated under reduced pressure and the residue was recrystallized in acetonitrile to give the final 1,2,4-triazin-3-amine (16, 34 kg, theoretical yield 37.76 kg, 90% yield) as fine white needle-like crystals.

References

[1] Patent: US2009/291956, 2009, A1. Location in patent: Page/Page column 25-26
[2] Chemistry - A European Journal, 2015, vol. 21, # 41, p. 14376 - 14381
[3] Patent: WO2009/29625, 2009, A1. Location in patent: Page/Page column 75

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