تفاعل #1265378

معادلة التفاعل

2,6-diamino-3-nitropyridine

phenylglyoxal hydrate

→

3-phenylpyrido[2,3-b]pyrazin-6-ylamine

المذيبات

ethanol

ethanol

ظروف التفاعل

المعالجة

1. 1
   ترشيحthe catalyst is filtered off with suction through a glass fibre filter
2. 2
   ترشيحThe catalyst is then filtered off under nitrogen as protective gas
3. 3
   أخرىThe greenish blue reaction mixture
4. 4
   درجة الحرارةis heated
5. 5
   درجة الحرارةunder reflux under nitrogen for 30 min
6. 6
   درجة الحرارةto cool
7. 7
   أخرىthe solvent is removed in vacuo
8. 8
   أخرىA dark brown solid is finally obtained
9. 9
   أخرىPurification by column chromatography on silica gel (mobile phase dichloromethane/methanol mixture)
10. 10
    أخرىaffords a pale yellow crystalline solid

الإجراء التجريبي

A solution of 1.22 g of 2,6-diamino-3-nitropyridine (7.92 mmol) in 210 ml of ethanol is hydrogenated with Raney nickel as catalyst at 50° C. and 5 bar. After the hydrogenation is complete, the catalyst is filtered off with suction through a glass fibre filter. Before the filtration, 1.68 g of phenylglyoxal hydrate (11.03 mmol) are introduced into 50 ml of ethanol in the receiver. The catalyst is then filtered off under nitrogen as protective gas, and the hydrogenation solution is sucked directly into the reaction flask. The greenish blue reaction mixture is heated under reflux under nitrogen for 30 min. The mixture is allowed to cool, and the solvent is removed in vacuo. A dark brown solid is finally obtained. Purification by column chromatography on silica gel (mobile phase dichloromethane/methanol mixture) affords a pale yellow crystalline solid.

المصدر