Aminopyrazine Chemical Properties

Melting point:

118-120 °C (lit.)

Boiling point:

167.6°C (rough estimate)

Density 

1.1031 (rough estimate)

refractive index 

1.5200 (estimate)

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

solubility 

soluble in Methanol

pka

3.22±0.10(Predicted)

form 

Crystalline Powder

color 

Slightly yellow to beige

Water Solubility 

soluble

BRN 

107025

InChIKey

XFTQRUTUGRCSGO-UHFFFAOYSA-N

LogP

-0.070

CAS DataBase Reference

5049-61-6(CAS DataBase Reference)

NIST Chemistry Reference

Aminopyrazine(5049-61-6)

Safety Information

Hazard Codes 

Xi,F

Risk Statements 

36/37/38-11

Safety Statements 

26-36-37/39

WGK Germany 

3

HS Code 

29339990

MSDS

• Language:English Provider:2-Aminopyrazine
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

Aminopyrazine Usage And Synthesis

Chemical Properties

SLIGHTLY YELLOW TO BEIGE CRYSTALLINE POWDER

Uses

2-Aminopyrazine acts as a raw material in a four-component synthesis of imidazolidines. It is also used as an intermediate in synthetic chemistry. In addition, 2-aminopyrazine can be reacted with α-ketohydroximoyl chlorides to form 3-nitrosoimidazo[1,2-a]pyrazines.

Application

2-Aminopyrazine is a synthetic intermediate useful for pharmaceutical synthesis. It is used to synthesize favipiravir and substrate in a four-component synthesis of imidazolidines.

Definition

ChEBI: Aminopyrazine is a member of pyrazines.

Synthesis

General procedure for the synthesis of aminopyrazine from 2-cyanopyrazine: 30 g of 20% sodium hydroxide solution and 100 ml of sodium hypochlorite solution were added to a 500 ml three-necked flask, and 2-cyanopyrazine (21 g, 0.2 mol) was added slowly at room temperature, and the reaction was stirred for 1 hour. Subsequently, the reaction system was warmed up to 50-60°C and the reaction was continued for 4 hours. After completion of the reaction, extraction was carried out with dichloromethane (4 x 200 ml), the organic phases were combined and dried over anhydrous sodium sulfate. The dried organic phase was filtered and concentrated under reduced pressure to give 15.7 g of white solid product in 82.6% yield.

References

[1] Patent: CN105622526, 2016, A. Location in patent: Paragraph 0020; 0021; 0022
[2] Patent: CN108570011, 2018, A. Location in patent: Paragraph 0012; 0013; 0014

Aminopyrazine(5049-61-6)Related Product Information

• Pyrazine
• Sulfachoropyrazine sodium
• Pyrazinamide
• Glipizide
• Methyl 3-amino-2-pyrazinecarboxylate
• Lumazine
• 6-Biopterin
• 3-Aminopyrazine-2-carboxylic acid
• Actinomycin D
• 1-Benzylpiperazine
• ALLOXAZINE
• 3-METHOXYBENZHYDRAZIDE
• Triamterene
• LUMICHROME
• (+)-Bicuculline
• 2-Amino-4-hydroxy-1H-pteridine
• 1-(2-PYRAZINYL)-PIPERAZINE
• 3-AMINO-6-(CHLOROMETHYL)-2-PYRAZINECARBONITRILE 4-OXIDE