Ammonia → 4-(2,3-Dichlorophenyl)-1H-pyrrole-3-carboxamide

A mixture of 4-(2,3-dichlorophenyl)pyrrole-3-carboxylic acid (2.43 g, 9.5 mmol) and triethylamine (7 mL, 50 mmol) in tetrahydrofuran is stirred for 15 minutes at room temperature and concentrated in vacuo to obtain a residue. A mixture of the residue, thionyl chloride (2.77 mL, 38 mmol) and N,N-dimethylformamide (0.73 mL, 9.5 mmol) is stirred overnight at room temperature and concentrated in vacuo to obtain a yellow oil. The oil is added to a concentrated ammonia solution and stirred for 1 hour. This mixture is filtered to give a solid. The solid is washed with water, dried and chromatographed using silica gel and a 4:1 hexanes/ethyl acetate mixture to obtain the title product as a white solid (1.6 g, mp 185°-190° C.).

1. concentrationconcentrated in vacuo
2. customto obtain a residue
3. stirringis stirred overnight at room temperature
4. concentrationconcentrated in vacuo
5. customto obtain a yellow oil
6. stirringstirred for 1 hour
7. filtrationThis mixture is filtered
8. customto give a solid
9. washThe solid is washed with water
10. customdried
11. customchromatographed

ORD-Eintrag

ord-5e2f0bfe6a79442597767eb817a04aba

Quelldatensatz

uspto-grants-1995_02

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US05389669