ChemicalBook CAS DataBase List 5-Amino-thiophene-2-carboxylic acid methyl ester

5-Amino-thiophene-2-carboxylic acid methyl ester synthesis

6synthesis methods

Product Name:5-Amino-thiophene-2-carboxylic acid methyl ester
CAS Number:14597-58-1
Molecular formula:C6H7NO2S
Molecular Weight:157.19

5832-01-9 Synthesis

5-NITROTHIOPHENE-2-CARBOXYLICMETHYLESTER

5832-01-9
78 suppliers
$6.00/1g

5-Amino-thiophene-2-carboxylic acid methyl ester

14597-58-1
99 suppliers
$26.00/100mg

Yield: 100%

Reaction Conditions:

with palladium 10% on activated carbon;hydrogen in ethyl acetate at 20; for 2 h;

Steps:

Step 1: Methyl 5-aminothiophene-2-carboxylate
Into a 30-mL round-bottom flask purged and maintained with 1 atmosphere of hydrogen gas, was placed methyl 5-nitrothiophene-2-carboxylate (500 mg, 2.67 mmol), 10% Pd/C (500 mg, 0.47 mmol) in EA (10 mL). The resulting solution was stirred 2.0 h at room temperature. The reaction progress was monitored by LCMS. The mixture was filtered through a CELITE pad. The resulting mixture was concentrated under vacuum to yield methyl 5-aminothiophene-2-carboxylate as a white solid (420 mg, 100% yield). Mass spectrum (ESI, m/z): Calculated for C₆H₇NO₂S, 157.0, Measured: 158.3 [M+H]⁺.

References:

Zhang, Xuqing;Zhu, Bin;Sun, Weimei;Wang, Mina;Albarazanji, Kamal;Ghosh, Brahma;Cummings, Maxwell;Lenhard, James;Leonard, James;Macielag, Mark;Lanter, James [Bioorganic and Medicinal Chemistry Letters,2021,vol. 40,art. no. 127939] Location in patent:supporting information

527-72-0 Synthesis