ChemicalBook--->CAS DataBase List--->76360-42-4

76360-42-4

76360-42-4 Structure

76360-42-4 Structure
IdentificationBack Directory
[Name]

Methyl 2-chlorothiophene-3-carboxylate
[CAS]

76360-42-4
[Synonyms]

Methyl2-chlorothiophene-3-carboxylat
Methyl 2-chlorothiophene-3-carboxylate
3-Thiophenecarboxylic acid, 2-chloro3-Thiophenecarboxylic acid, 2-chloro-, m3-Thiophenecarboxylic acid, 2-chloro-, methyl esterethyl ester-, methyl ester
[Molecular Formula]

C6H5ClO2S
[MDL Number]

MFCD14698135
[MOL File]

76360-42-4.mol
[Molecular Weight]

176.62
Chemical PropertiesBack Directory
[Boiling point ]

107-112 °C(Press: 15 Torr)
[density ]

1.371±0.06 g/cm3(Predicted)
[storage temp. ]

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

InChI=1S/C6H5ClO2S/c1-9-6(8)4-2-3-10-5(4)7/h2-3H,1H3
[InChIKey]

GVIPSISZNQFLRF-UHFFFAOYSA-N
[SMILES]

C1(Cl)SC=CC=1C(OC)=O
Hazard InformationBack Directory
[Synthesis]

Methanol

67-56-1

2-Chlorothiophene-3-carboxylic acid

53935-71-0

Methyl 2-chlorothiophene-3-carboxylate

76360-42-4

To a 100 mL round bottom flask was added 2-chloro-3-thiophenecarboxylic acid (3 g, 18.45 mmol) and methanol (50 mL). With stirring at 0 °C, thionyl chloride (4.4 g, 37.29 mmol) was added slowly and dropwise. The reaction mixture was continued to be stirred at room temperature for 3 hours. Upon completion of the reaction, the reaction solution was concentrated under reduced pressure by rotary evaporator. The concentrated residue was purified by silica gel column chromatography using ethyl acetate/petroleum ether (1:10 to 1:8) as eluent. Finally, 3.2 g of methyl 2-chlorothiophene-3-carboxylate was obtained in 98% yield as a yellow oil.

[References]

[1] Patent: WO2017/184624, 2017, A1. Location in patent: Page/Page column 180; 181
[2] Patent: WO2018/109643, 2018, A1. Location in patent: Page/Page column 104; 106
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