2-Amino-4-methoxy-6-methyl-1,3,5-triazine Chemical Properties

Melting point:

258-261 °C(lit.)

Boiling point:

114℃

Density 

1.2945 (rough estimate)

refractive index 

1.8300 (estimate)

storage temp. 

under inert gas (nitrogen or Argon) at 2–8 °C

solubility 

Chloroform (Slightly), DMSO (Slightly)

form 

Solid

pka

3.65±0.10(Predicted)

color 

White to Light Yellow

InChI

InChI=1S/C5H8N4O/c1-3-7-4(6)9-5(8-3)10-2/h1-2H3,(H2,6,7,8,9)

InChIKey

NXFQWRWXEYTOTK-UHFFFAOYSA-N

SMILES

N1=C(C)N=C(OC)N=C1N

CAS DataBase Reference

1668-54-8(CAS DataBase Reference)

EPA Substance Registry System

1,3,5-Triazin-2-amine, 4-methoxy-6-methyl- (1668-54-8)

Safety Information

Hazard Codes 

Xn

Risk Statements 

22-36/37/38

Safety Statements 

26-36-37/39

WGK Germany 

1

RTECS 

XY3193000

HazardClass 

IRRITANT

HS Code 

29336990

Toxicity

LD50 oral in mouse: 1010mg/kg

MSDS

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

2-Amino-4-methoxy-6-methyl-1,3,5-triazine Usage And Synthesis

Chemical Properties

off-white to light yellow powder

Uses

2-Amino-4-methoxy-6-methyl-1,3,5-triazine may be used in the synthesis of thifensulfuron.

Definition

ChEBI: A monoamino-1,3,5-triazine that is 1,3,5-triazin-2-amine substituted by a methoxy group at position 4 and a methyl group at position 6. It is a metabolite of the herbicide thifensulfuron-methyl.

General Description

2-Amino-4-methoxy-6-methyl-1,3,5-triazine is formed during the photocatalytic decomposition of sulfonylurea (Sus) herbicide. It is also formed as a thermal decomposition product of chlorsulfuron (a sulfonylurea herbicide) and has been determined by GC using nitrogen-phosphorus detection (NPD).

Synthesis

Example 2: Acetamidine hydrochloride (9.5 g) was added to a solution of methanol (50 mL) and potassium hydroxide particles (6.8 g) pre-cooled to 10°C. Subsequently, dimethyl N-cyanoimido carbonate (11.4 g) was dissolved in 40 mL of methanol and this solution was slowly added dropwise to the above reaction mixture. After the dropwise addition was completed, the reaction mixture was stirred continuously at 25°C for 2 hours. Upon completion of the reaction, the mixture was poured into 40 mL of ice water to quench the reaction. The resulting solid crystals were collected by filtration and washed sequentially with water and methanol. Finally, the product was dried at 70 °C overnight to afford 11.8 g of 2-amino-4-methyl-6-methoxy-1,3,5-triazine in 84% yield.

References

[1] Patent: US5070199, 1991, A

2-Amino-4-methoxy-6-methyl-1,3,5-triazine(1668-54-8)Related Product Information

• 4-Methoxy-N,6-dimethyl-1,3,5-triazin-2-amine
• Kresoxim-methyl
• 1,3,5-Triazine
• Bensulfuron methyl
• Methyl salicylate
• Amino tris(methylene phosphonic acid)
• Aminopyrazine
• 5-Amino-2-methylpyridine
• METSULFURON METHYL
• N,N-Dimethyl-1,4-phenylenediamine
• Methylparaben
• METHOXYTRIMETHYLSILANE
• 2-Amino-4-chloro-6-methoxypyrimidine
• 2-Amino-4,6-dimethylpyrimidine
• Thiophanate-methyl
• Tris(hydroxymethyl)aminomethane
• Methyl
• Methyl bromide