反応 #955928

反応方程式

hydrazine

glyoxylic acid monohydrate

2′,4′-dimethylacetophenone

NH4OH

→

desired product

収率 55.0%

6-(2,4-dimethylphenyl)pyridazin-3(2H)-one

収率 55.0%

溶媒

water

反応条件

後処理

1. 1
   温度Then the mixture was cooled down to room temperature
2. 2
   洗浄The mixture was washed with DCM
3. 3
   温度the solution was refluxed for 3 hours
4. 4
   温度After cooling to room temperature the precipitate
5. 5
   ろ過was collected by filtration

実験手順

A mixture of glyoxylic acid monohydrate (920 mg, 10 mmol) and 2′,4′-dimethylacetophenone (4.45 mL, 30 mmol) was stirred at 150° C. for 2 hr. Then the mixture was cooled down to room temperature and water (4 mL) was added followed by conc. aq. NH4OH (1 mL). The mixture was washed with DCM. To the ammoniac solution was added hydrazine (314 μL, 10 mmol) and the solution was refluxed for 3 hours. After cooling to room temperature the precipitate was collected by filtration to give the desired product as a white powder (1.1 g, 55%), 1H NMR (300 MHz, dMSO): δ 2.22 (s, 3H), 2.25 (s, 3H), 6.93-6.95 (d, 1H), 7.15 (m, 3H), 7.21-7.23 (d, 1H), 7.57-7.61 (d, 1H), 13.1 (bs, 1H); (M+H, 201).

出典