반응 #955928

반응 방정식

hydrazine

glyoxylic acid monohydrate

2′,4′-dimethylacetophenone

NH4OH

→

desired product

수율 55.0%

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

수율 55.0%

용매

water

반응 조건

후처리

1. 1
   온도Then the mixture was cooled down to room temperature
2. 2
   세척The mixture was washed with DCM
3. 3
   온도the solution was refluxed for 3 hours
4. 4
   온도After cooling to room temperature the precipitate
5. 5
   여과was collected by filtration

실험 절차

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).

출처