METHYL 3-(ACETYLAMINO)-2-THIOPHENECARBOXYLATE Chemical Properties

Melting point:

94-95°C

Boiling point:

399.9±27.0 °C(Predicted)

Density 

1.329±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

pka

14.35±0.70(Predicted)

Appearance

White to off-white Crystal

Safety Information

HazardClass 

IRRITANT

METHYL 3-(ACETYLAMINO)-2-THIOPHENECARBOXYLATE Usage And Synthesis

Synthesis

Methyl 3-amino-2-thiophenecarboxylate (3.14 g, 20.0 mmol) was dissolved in pyridine (20 mL) and acetyl chloride (1.5 mL, 21 mmol) was added slowly and dropwise under ice bath cooling conditions. The reaction mixture was stirred at room temperature for 3 hours, then cooled again in an ice bath and supplemented with acetyl chloride (0.3 mL, 4 mmol). Stirring was continued at room temperature for 1.5 h. Upon completion of the reaction, the solvent was removed by concentration under reduced pressure. The resulting solid product was suspended and washed with water to give the final methyl 3-acetylaminothiophene-2-carboxylate (3.80 g, 19.1 mmol, 96% yield).

References

[1] Patent: JP2018/95564, 2018, A. Location in patent: Paragraph 0097-0099
[2] European Journal of Medicinal Chemistry, 2014, vol. 85, p. 215 - 227
[3] Patent: US2008/4325, 2008, A1. Location in patent: Page/Page column 18
[4] Bioorganic and Medicinal Chemistry Letters, 2001, vol. 11, # 1, p. 9 - 12

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