ChemicalBook CAS DataBase List Methyl thieno[2,3-b]thiophene-2-carboxylate

Methyl thieno[2,3-b]thiophene-2-carboxylate synthesis

7synthesis methods

Product Name:Methyl thieno[2,3-b]thiophene-2-carboxylate
CAS Number:20969-37-3
Molecular formula:C8H6O2S2
Molecular Weight:198.26

methyl 2-(3-formylthiophen-2-ylthio)acetate

19685-82-6
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Methyl thieno[2,3-b]thiophene-2-carboxylate

20969-37-3
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Yield:20969-37-3 82%

Reaction Conditions:

with triethylamine in (methylsulfinyl)methane;ethyl acetate;

Steps:

Thieno[2,3-b]thiophene-2-carboxamidine hydrochloride

Methyl 2-(3-formylthien-2-ylthio)ethanoate (57.7 mg, 0.265 mmol) and triethylamine (0.20 g, 2 mmol) were heated in DMSO (2 mL) under N₂ with stirring for 2 h. The reaction mixture was diluted with ether (30 mL), and was washed with dilute HCl (1M, 10 mL), water (2*10 mL), and saturated brine (10 mL), and dried (MgSO₄). The solvent was removed under reduced pressure, and the residue was purified by preparative tlc on silica (10% EtOAc in hexanes) to give methyl thieno[2,3-b]thiophene-2-carboxylate (43.3 mg, 82%) as a crystalline solid mp 105°-6° C.

References:

US5340833,1994,A