反応 #2286347

反応方程式

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

収率 61.0%

溶媒

acetic acid

反応条件

後処理

1. 1
   workup.ADDITIONAt this time, the reaction was poured onto water (200 mL)
2. 2
   抽出extracted into ethyl acetate (300 mL)
3. 3
   洗浄The organics were then washed with water
4. 4
   乾燥dried with magnesium sulfate
5. 5
   ろ過filtered
6. 6
   濃縮concentrated under vacuum
7. 7
   ろ過collected by filtration
8. 8
   洗浄washed with cold acetonitrile
9. 9
   その他dried under vacuum

実験手順

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

出典