Identification | Back Directory | [Name]
ETHYL 5-CHLOROTHIOPHENE-2-CARBOXYLATE | [CAS]
5751-82-6 | [Synonyms]
RARECHEM AL BI 0303 Rivaroxaban impurity P2-O Ethyl 5-chlorothiophene-2-carboxlate Ethyl 5-chloro-2-thiophenecarboxylate ETHYL 5-CHLOROTHIOPHENE-2-CARBOXYLATE 2- chlorinethiophene -5-ethyl forMate Ethyl 5-chlorothiophene-2-carboxylate, 98+% 5-Chlorothiophene-2-carboxylic acid ethyl ester 2-Thiophenecarboxylic acid, 5-chloro-, ethyl ester | [Molecular Formula]
C7H7ClO2S | [MDL Number]
MFCD00051732 | [MOL File]
5751-82-6.mol | [Molecular Weight]
190.65 |
Chemical Properties | Back Directory | [Boiling point ]
70-71°C 1mm | [density ]
1.312±0.06 g/cm3(Predicted) | [refractive index ]
1.5380 | [Fp ]
70-71°C/1mm | [storage temp. ]
under inert gas (nitrogen or Argon) at 2–8 °C | [form ]
clear liquid | [color ]
Colorless to Light yellow | [BRN ]
128707 | [CAS DataBase Reference]
5751-82-6 |
Hazard Information | Back Directory | [Chemical Properties]
Colorless to light yellow liquid | [Synthesis]
Concentrated sulfuric acid (15 mL) was slowly added to a stirring solution of 5-chlorothiophene-2-carboxylic acid (15 g, 0.0925 mol) in ethanol (300 mL) at room temperature. The reaction mixture was stirred continuously under anhydrous conditions for 16 hours. Upon completion of the reaction, the reaction mixture was concentrated by distillation under reduced pressure. The concentrate was diluted with ethyl acetate (300 mL) and the organic layer was subsequently washed sequentially with water (3 x 100 mL), saturated sodium bicarbonate solution (3 x 100 mL) and saturated saline (100 mL). The organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure to give ethyl 5-chlorothiophene-2-carboxylate (14 g, 80% yield) as a colorless liquid. | [References]
[1] Patent: WO2015/18534, 2015, A1. Location in patent: Page/Page column 39 [2] Journal of the American Chemical Society, 1954, vol. 76, p. 5131 [3] Journal of the American Chemical Society, 1954, vol. 76, p. 5131 [4] Chemistry - A European Journal, 2016, vol. 22, # 1, p. 211 - 221 |
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