ChemicalBook--->CAS DataBase List--->5751-82-6

5751-82-6

5751-82-6 Structure

5751-82-6 Structure
IdentificationBack 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 PropertiesBack 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 InformationBack Directory
[Chemical Properties]

Colorless to light yellow liquid
[Synthesis]

5-Chlorothiophene-2-carboxylic acid

24065-33-6

Ethanol

64-17-5

ETHYL 5-CHLOROTHIOPHENE-2-CARBOXYLATE

5751-82-6

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
Safety DataBack Directory
[Risk Statements ]

36/38
[Safety Statements ]

26-36-37
[HS Code ]

29349990
Raw materials And Preparation ProductsBack Directory
[Raw materials]

n-Butyllithium-->Ethyl chloroformate-->2,5-Dichlorothiophene-->5-Chlorothiophene-2-carboxylic acid-->Ethanol
[Preparation Products]

Ethyl 5-chloro-4-nitrothiophene-2-carboxylate
Spectrum DetailBack Directory
[Spectrum Detail]

ETHYL 5-CHLOROTHIOPHENE-2-CARBOXYLATE(5751-82-6)1HNMR
ETHYL 5-CHLOROTHIOPHENE-2-CARBOXYLATE(5751-82-6)1HNMR
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