Ethyl 5-amino-4-cyano-3-(2-ethoxy-2-oxoethyl)thiophene-2-carboxylate Chemical Properties

Melting point:

134-139 °C

Boiling point:

469.6±45.0 °C(Predicted)

Density 

1.31

storage temp. 

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

solubility 

Chloroform (Slightly), Methanol (Slightly)

form 

powder to crystal

pka

-2.61±0.10(Predicted)

color 

Light yellow to Yellow

Safety Information

HS Code 

2934.99.4400

Ethyl 5-amino-4-cyano-3-(2-ethoxy-2-oxoethyl)thiophene-2-carboxylate Usage And Synthesis

Synthesis

Example 1: Preparation of ethyl 5-amino-4-cyano-3-(2-ethoxy-2-oxoethyl)-2-thiophenecarboxylate (compound of formula II) 1. triethylamine (25 g) was added to a solution of ethanol (75 ml) containing malononitrile (16.33 g) at ambient temperature. 2. Diethyl 3-oxoglutarate (50 g) was added to the above solution, keeping the reaction mixture stirred at 40-45 °C for 1 hour. 3. Sulfur (7.9 g) was added to the reaction mixture and subsequently heated to reflux until the reaction was complete. 4. After completion of the reaction, the reaction material was cooled to ambient temperature and water (400 ml) was slowly added. 5. After stirring the reaction mixture for 1 hour, the product was collected by filtration, washed with water (200 ml) and dried at 40-50 °C. Yield: 82%.

References

[1] Heteroatom Chemistry, 2007, vol. 18, # 3, p. 236 - 238
[2] Patent: WO2013/113319, 2013, A1. Location in patent: Page/Page column 6

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