ChemicalBook CAS DataBase List 5-Nitro-thiophene-3-carboxylic acid Methyl ester

5-Nitro-thiophene-3-carboxylic acid Methyl ester synthesis

4synthesis methods

Product Name:5-Nitro-thiophene-3-carboxylic acid Methyl ester
CAS Number:88770-22-3
Molecular formula:C6H5NO4S
Molecular Weight:187.17

40357-96-8 Synthesis

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5-Nitro-thiophene-3-carboxylic acid Methyl ester

88770-22-3
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Yield:88770-22-3 99%

Reaction Conditions:

with potassium carbonate in N,N-dimethyl-formamide at 20; for 16 h;

Steps:

41

EXAMPLE 41To a solution of 5-nitrothiophene-3-carboxylic acid (5.00 g, 28.88 mmol) in dimethylformamide (40 mL) was added potassium carbonate (11.98 g, 86.71 mmol) and iodomethane (2.70 mL, 43.37 mmol). The reaction mixture was stirred at RT for 16 hr. After the starting material had been consumed, the reaction was diluted with 50% ethyl acetate/hexanes (350 mL) and extracted with H2O (350 mL). The organic layer was washed with brine (150 mL) and concentrated. Hexanes (50 mL) was added to the solid and concentrated again to yield 5.456 g (99%) of product. 1H NMR (400 MHz) CDCI3 δ 8.30 (s, 1 H), 8.25 (s, 1 H)1 3.93 (s, 3H). Mass calculated for formula C6H5NO4S 187.17; observed M4H+ (MS) 191.15 (m/z)

References:

WO2008/156614,2008,A2 Location in patent:Page/Page column 130-131

22913-26-4 Synthesis