반응 #2286347

반응 방정식

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

수율 61.0%

용매

acetic acid

반응 조건

후처리

1. 1
   workup.ADDITIONAt this time, the reaction was poured onto water (200 mL)
2. 2
   추출extracted into ethyl acetate (300 mL)
3. 3
   세척The organics were then washed with water
4. 4
   건조dried with magnesium sulfate
5. 5
   여과filtered
6. 6
   농축concentrated under vacuum
7. 7
   여과collected by filtration
8. 8
   세척washed with cold acetonitrile
9. 9
   기타dried under vacuum

실험 절차

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

출처