Реакция #955928

Уравнение реакции

hydrazine

glyoxylic acid monohydrate

2′,4′-dimethylacetophenone

NH4OH

→

desired product

Выход 55.0%

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

Выход 55.0%

Растворители

water

Условия реакции

Обработка

1. 1
   ТемператураThen the mixture was cooled down to room temperature
2. 2
   ПромывкаThe mixture was washed with DCM
3. 3
   Температураthe solution was refluxed for 3 hours
4. 4
   ТемператураAfter cooling to room temperature the precipitate
5. 5
   Фильтрацияwas collected by filtration

Методика

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).

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