Reaction #66516

Reaction equation

thiophene-2-carbonyl chloride

3-methoxyaniline

DIEA

→

N-(3-methoxyphenyl)thiophene-2-carboxamide

Yield 70.1%

Solvents

DCM

DCM

Conditions

Workup

1. 1
   WashThe organic phase was washed with HCl 1 M solution
2. 2
   Dryingwith a saturated solution of NaHCO3, was dried over MgSO4
3. 3
   Filtrationwas filtered
4. 4
   Concentrationwas concentrated under reduced pressure

Procedure

According to Scheme 1 Method A: A solution of thiophene-2-carbonyl chloride (2.92 mmol, 0.31 mL) in DCM (1 mL) was added to solution of 3-methoxyaniline (2.44 mmol, 0.27 mL) and DIEA (4.87 mmol, 0.87 mL) in DCM (4 mL) at 0° C. The reaction mixture was stirred at room temperature for 1 hour. The organic phase was washed with HCl 1 M solution, then with a saturated solution of NaHCO3, was dried over MgSO4, was filtered and was concentrated under reduced pressure to yield N-(3-methoxyphenyl)thiophene-2-carboxamide (1.71 mmol, 0.40 g, 70%) as a white solid.

Source