Réaction #6907

Équation de réaction

2-iodoaniline

dimethylmaleate

triethylamine

→

methyl 2-oxo-1,2-dihydroquinoline-4-carboxylate

Solvants

acetonitrile

Conditions de réaction

Traitement

1. 1
   AutreThe tube was flushed with nitrogen
2. 2
   Autresealed
3. 3
   TempératureThe sealed tube was heated at 100° for 3.5 h
4. 4
   Filtrationthe resulting solids filtered
5. 5
   Lavagewashed with acetonitrile
6. 6
   workup.DISSOLUTIONThe solids were dissolved in chloroform
7. 7
   Autrethe solvent removed under vacuum
8. 8
   Autreto provide a solid

Mode opératoire

In a heavy-walled PYREX tube was placed 2-iodoaniline (2.84 g, 13 mmol), dimethylmaleate (2.44 g, 17 mmol), triethylamine (1.4 mL, 10 mmol), palladium diacetate (31 mg, 0.14 mmol) and 6 mL acetonitrile. The tube was flushed with nitrogen and sealed. The sealed tube was heated at 100° for 3.5 h then cooled to r.t. The tube was opened and the resulting solids filtered and washed with acetonitrile. The solids were dissolved in chloroform and the solvent removed under vacuum to provide a solid.

Source