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

Melting point:

86-88 °C (lit.)

Boiling point:

132-134 °C/49 mmHg (lit.)

Density 

1.538±0.06 g/cm3(Predicted)

storage temp. 

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

pka

-1.40±0.10(Predicted)

Appearance

White to off-white Solid

CAS DataBase Reference

3638-04-8(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-37/39

RIDADR 

UN 3335

WGK Germany 

3

HS Code 

2933698090

MSDS

• Language:English Provider:SigmaAldrich

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

Uses

2,4-Dichloro-6-methoxy-1,3,5-triazine was used as reagent in radioimmunoassay for D-Ala2-Dermorphin, a natural peptide extracted from amphibian skin. It was also used in the preparation of:

• α-cyclodextrin [2]-rotaxanes
• substituted s-triazines
• series of chiral derivatizing reagents

Synthesis

(3) Synthesis of intermediate (2,4-dichloro-6-methoxy-1,3,5-triazine): 136 mL of deionized water was added to 1.1 L of methanol, followed by the addition of 182 g (2.17 mol) of sodium bicarbonate, and stirred at room temperature until completely dissolved. At the same temperature, 200 g (1.08 mol) of cyanuric chloride was added in batches. After the addition was completed, the temperature was slowly raised to 30°C and stirred continuously at this temperature for 30 minutes. Upon completion of the reaction, the reaction was quenched by the addition of 500 mL of deionized water and the precipitated solid product was collected by filtration. The solid was washed with 500 mL of deionized water and subsequently recrystallized with 300 mL of methanol and dried to give 168 g of intermediate (2,4-dichloro-6-methoxy-1,3,5-triazine) (white powder, 86.2% yield). The nuclear magnetic resonance hydrogen spectrum (1H-NMR, 300 MHz, CDCl3) data of the obtained product were as follows: δ 4.14 (s, 3H).

References

[1] Heterocycles, 2009, vol. 79, # C, p. 609 - 616
[2] Journal of Organic Chemistry, 2011, vol. 76, # 6, p. 1804 - 1813
[3] Molecules, 2016, vol. 21, # 6,
[4] Patent: WO2010/104210, 2010, A1. Location in patent: Page/Page column 36; 38
[5] Patent: EP2230278, 2010, A2. Location in patent: Page/Page column 33

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