ChemicalBook CAS DataBase List Thiophene-3,4-dicarboxylic acid

Thiophene-3,4-dicarboxylic acid synthesis

12synthesis methods

Product Name:Thiophene-3,4-dicarboxylic acid
CAS Number:4282-29-5
Molecular formula:C6H4O4S
Molecular Weight:172.16

Thiophene-3,4-dicarbonitrile (13.4 g, 100 mmol) and KOH (56.1 g, 1 mol) were dissolved in ethylene glycol (167 ml), and heated under stirring overnight. The solution was cooled, put into distilled water, and washed with diethyl ether. The aqueous layer was oxidized with saturated hydrochloric acid, and organic materials were extracted with ethyl acetate. The organic layer was dried over MgSO and the4, solvent was evaporated Then, recrystallization was performed in distilled water to obtain thiophene-3,4-dicarboxylic acid (15.2 g, 88percent).

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Yield:4282-29-5 88%

Reaction Conditions:

Stage #1:3,4-dicyanothiophene with potassium hydroxide in ethylene glycol
Stage #2: with hydrogenchloride;water in ethylene glycol

Steps:

2
Thiophene-3,4-dicarbonitrile (13.4 g, 100 mmol) and KOH (56.1 g, 1 mol) were dissolved in ethylene glycol (167 ml), and heated under stirring overnight. The solution was cooled and put into distilled water, and washed with diethyl ether. The aqueous layer was oxidized with saturated hydrochloric acid, and organic materials were extracted with ethyl acetate. The organic layer was dried over MgSO and the4, solvent was evaporated Then, recrystallization was performed in distilled water to obtain thiophene-3,4-dicarboxylic acid (15.2 g, 88%).

References:

LG CHEM, LTD. WO2008/127029, 2008, A1 Location in patent:Page/Page column 18

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