5-CHLORO-4-NITROTHIOPHENE-2-CARBOXYLIC ACID METHYL ESTER Chemical Properties

Melting point:

83-84 °C

Boiling point:

349.3±37.0 °C(Predicted)

Density 

1.576±0.06 g/cm3(Predicted)

storage temp. 

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

Appearance

White to light brown Solid

Safety Information

HS Code 

2934999090

5-CHLORO-4-NITROTHIOPHENE-2-CARBOXYLIC ACID METHYL ESTER Usage And Synthesis

Synthesis

Step 2: Preparation of methyl 5-chloro-4-nitrothiophene-2-carboxylate Fuming nitric acid (15 mL) was placed in an ice bath and cooled with saturated brine. Methyl 5-chlorothiophene-2-carboxylate (4.99 g, 28.3 mmol) was added slowly in small batches to avoid violent reaction. After addition, the reaction mixture was stirred in an ice bath for 1 hour. Upon completion of the reaction, the mixture was poured into ice water and a solid was precipitated. The precipitate was collected by filtration, washed with water and dried under vacuum to afford methyl 5-chloro-4-nitrothiophene-2-carboxylate (3.88 g, 58% yield). The product was characterized by 1H-NMR (400 MHz, DMSO-d6): δ 8.17 (1H, s).

References

[1] Patent: EP1688420, 2006, A1. Location in patent: Page/Page column 122
[2] Patent: CN107903208, 2018, A. Location in patent: Paragraph 0136; 0137; 0139
[3] Journal of the American Chemical Society, 1952, vol. 74, p. 2965,2969

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