反応 #1244449

反応方程式

sodium hydroxide

3,5-dichloro-4-(6-chloro-5-isopropyl-pyridazin-3-ylsulfanyl)-phenylamine

3,5-Dichloro-4-(6-chloro-5-isopropyl-pyridazin-3-ylsulfanyl)-phenylamine

sodium acetate

→

N-[3,5-dichloro-4-(5-isopropyl-6-oxo-1,6-dihydro-pyridazin-3-ylsulfanyl)-phenyl]-acetamide

収率 99.0%

N-[3,5-Dichloro-4-(5-isopropyl-6-oxo-1,6-dihydro-pyridazin-3-ylsulfanyl)-phenyl]-acetamide

収率 99.0%

溶媒

acetic acid

反応条件

後処理

1. 1
   温度At this time, the reaction mixture was cooled to 25° C.
2. 2
   workup.ADDITIONpoured onto water (200 mL)
3. 3
   抽出This solution was then extracted with ethyl acetate (2×200 mL)
4. 4
   洗浄The combined organics were washed with a saturated aqueous sodium chloride solution (1×100 mL)
5. 5
   乾燥dried with magnesium sulfate
6. 6
   ろ過filtered
7. 7
   濃縮concentrated under vacuum

実験手順

A solution of 3,5-dichloro-4-(6-chloro-5-isopropyl-pyridazin-3-ylsulfanyl)-phenylamine (83) (1.23 g, 3.50 mmol) in glacial acetic acid (35 mL) was treated with sodium acetate (1.0 g, 12.25 mmol). This mixture was heated to 95° C. for 18 h. At this time, the reaction mixture was cooled to 25° C., poured onto water (200 mL) and neutralized with a 3N aqueous sodium hydroxide solution. This solution was then extracted with ethyl acetate (2×200 mL). The combined organics were washed with a saturated aqueous sodium chloride solution (1×100 mL), dried with magnesium sulfate, filtered and concentrated under vacuum to afford N-[3,5-dichloro-4-(5-isopropyl-6-oxo-1,6-dihydro-pyridazin-3-ylsulfanyl)-phenyl]-acetamide (84) (1.3 g, 99%) as an off-white solid. This material was used without further purification; ES(+)-HRMS m/e calcd for C15H15Cl2N3O2S (M+H)+ 372.0335, found 372.0335. Exact Mass=371.0262; Molecular weight=372.28

出典