تفاعل #41414

معادلة التفاعل

Cesiumcarbonate

2-fluoro-5-iodobenzaldehyde

4-pyridylhydrazine dihydrochloride

→

title compound

المردود 92.3%

5-Iodo-1-(4-pyridyl)-1H-indazole

المردود 92.3%

المذيبات

N-methylpyrrolidon

ظروف التفاعل

المعالجة

1. 1
   أخرىhas been formed (1H-NMR) the reaction mixture
2. 2
   درجة الحرارةis heated for 4 h at 160° C
3. 3
   درجة الحرارةto cool down
4. 4
   workup.STIRRINGAfter vigorously stirring at r.t. for 45 min
5. 5
   ترشيحfilter
6. 6
   غسيلwashed with water
7. 7
   أخرىdried at the evaporator at 45° C

الإجراء التجريبي

Cesiumcarbonate (26.84 g, 82.38 mmol) is added to a suspension of 2-fluoro-5-iodobenzaldehyde (6.87 g, 27.46 mmol) and 4-pyridylhydrazine dihydrochloride (5 g, 27.46 mmol) in 136 mL N-methylpyrrolidon. The reaction mixture is stirred overnight at r.t. After checking that the hydrazone has been formed (1H-NMR) the reaction mixture is heated for 4 h at 160° C. The reaction mixture is allowed to cool down and the darkbrown suspension is poured on 1000 mL ice water. After vigorously stirring at r.t. for 45 min, the precipitated product is sucked off via a glass microfibre filter, washed with water and dried at the evaporator at 45° C. The title compound is obtained with a yield of 92.3% (8.14 g).

المصدر