تفاعل #955928

معادلة التفاعل

hydrazine

glyoxylic acid monohydrate

2′,4′-dimethylacetophenone

NH4OH

→

desired product

المردود 55.0%

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

المردود 55.0%

المذيبات

water

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةThen the mixture was cooled down to room temperature
2. 2
   غسيلThe mixture was washed with DCM
3. 3
   درجة الحرارةthe solution was refluxed for 3 hours
4. 4
   درجة الحرارةAfter cooling to room temperature the precipitate
5. 5
   ترشيحwas collected by filtration

الإجراء التجريبي

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).

المصدر