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ChemicalBook CAS DataBase List METHYL 3-(ACETYLAMINO)-2-THIOPHENECARBOXYLATE
22288-79-5

METHYL 3-(ACETYLAMINO)-2-THIOPHENECARBOXYLATE synthesis

2synthesis methods
Methyl 3-amino-2-thiophenecarboxylate

22288-78-4

Acetyl chloride

75-36-5

METHYL 3-(ACETYLAMINO)-2-THIOPHENECARBOXYLATE

22288-79-5

Methyl 3-amino-2-thiophenecarboxylate (3.14 g, 20.0 mmol) was dissolved in pyridine (20 mL) and acetyl chloride (1.5 mL, 21 mmol) was added slowly and dropwise under ice bath cooling conditions. The reaction mixture was stirred at room temperature for 3 hours, then cooled again in an ice bath and supplemented with acetyl chloride (0.3 mL, 4 mmol). Stirring was continued at room temperature for 1.5 h. Upon completion of the reaction, the solvent was removed by concentration under reduced pressure. The resulting solid product was suspended and washed with water to give the final methyl 3-acetylaminothiophene-2-carboxylate (3.80 g, 19.1 mmol, 96% yield).

-

Yield: 96%

Reaction Conditions:

with pyridine at 20; for 4.5 h;Cooling with ice;

Steps:

5
Methyl 3-amino-2-thiophenecarboxylate (3.14 g, 20.0 mmol) was dissolved in pyridine (20 mL) and acetyl chloride (1.5 mL, 21 mmol) was slowly added under ice cooling. After stirring at room temperature for 3 hours, again with ice cooling, acetyl chloride (0.3 mL, 4 mmol) was added. The mixture was stirred at room temperature for 1.5 hours and concentrated under reduced pressure to remove the solvent. The obtained solid was suspended and washed with water to obtain 103 (3.80 g, 19.1 mmol, yield 96%) as a solid

References:

OKAYAMA PREFECTURE;NARUSAKA, YOSHIHIRO;NARUSAKA, MARI JP2018/95564, 2018, A Location in patent:Paragraph 0097-0099

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