Réaction #2286347

Équation de réaction

6-(4-amino-2,6-dichloro-benzyl)-4-isopropyl-2H-pyridazin-3-one

phthalic anhydride

→

2-[3,5-dichloro-4-(5-isopropyl-6-oxo-1,6-dihydro-pyridazin-3-ylmethyl)-phenyl]-isoindole-1,3-dione

Rendement 61.0%

Solvants

acetic acid

Conditions de réaction

Traitement

1. 1
   workup.ADDITIONAt this time, the reaction was poured onto water (200 mL)
2. 2
   Extractionextracted into ethyl acetate (300 mL)
3. 3
   LavageThe organics were then washed with water
4. 4
   Séchagedried with magnesium sulfate
5. 5
   Filtrationfiltered
6. 6
   Concentrationconcentrated under vacuum
7. 7
   Filtrationcollected by filtration
8. 8
   Lavagewashed with cold acetonitrile
9. 9
   Autredried under vacuum

Mode opératoire

A solution of 6-(4-amino-2,6-dichloro-benzyl)-4-isopropyl-2H-pyridazin-3-one (910 mg, 2.90 mmol) in glacial acetic acid (12 mL) was treated with phthalic anhydride (430 mg, 2.9 mmol). The reaction was then heated to 130° C. for 3.5 h. At this time, the reaction was poured onto water (200 mL) and extracted into ethyl acetate (300 mL). The organics were then washed with water, dried with magnesium sulfate, filtered and concentrated under vacuum. The resulting orange solid was slurried in cold acetonitrile, collected by filtration, washed with cold acetonitrile and dried under vacuum to afford 2-[3,5-dichloro-4-(5-isopropyl-6-oxo-1,6-dihydro-pyridazin-3-ylmethyl)-phenyl]-isoindole-1,3-dione (92) (780 mg, 61%) as a light, tan solid; ES(+)-LRMS for C22H17Cl2N3O3 (M+H)+ at m/z=442. Exact Mass=441.0647; Molecular Weight=442.3051

Source