Reaction #1929

ord-61670ca8f3ee46f6b6f8d3342a1692cf

Reaction equation

$COC(=O)c1sccc1/C=C\c1cccc([N+](=O)[O-])c1$

methyl (Z)-3-(3-nitrostyryl)-2-thiophenecarboxylate

acetic anhydride

→

$COC(=O)c1sccc1/C=C\c1cccc(NC(C)=O)c1$

methyl (Z)-3-(3-acetamidostyryl)-2-thiophenecarboxylate

Yield 91.3%

Reactants

$COC(=O)c1sccc1/C=C\c1cccc([N+](=O)[O-])c1$

methyl (Z)-3-(3-nitrostyryl)-2-thiophenecarboxylate

—

Example 13

acetic anhydride

Reagents

None

Conditions

Detailed conditions

See reaction.notes.procedure_details.

Procedure

Substantially the same procedure as in Reference Example 14 was repeated using methyl (Z)-3-(3-nitrostyryl)-2-thiophenecarboxylate obtained in Reference Example 13 (3.51 g, 12.1 mmol), and also using acetic anhydride (3.43 ml, 36.3 mmol) instead of trimethylacetyl chloride, to give methyl (Z)-3-(3-acetamidostyryl)-2-thiophenecarboxylate (3.33 g, 2 steps, 91.3%).

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05726325uspto-grants-1998_03