反応 #574424

反応方程式

(1-ethoxyethylidene)malononitrile

2-methylcyclopentylhydrazine hydrochloride

sodium methoxide

→

1-(2-methylcyclopentyl)-3-methyl-5-amino-1H-pyrazole-4-carbonitrile

収率 56.2%

溶媒

ethanol

反応条件

後処理

1. 1
   温度The reaction mixture was heated
2. 2
   温度to reflux
3. 3
   workup.STIRRINGwas stirred for 5 hours
4. 4
   その他The solvent was removed in vacuo
5. 5
   その他the residue was partitioned between chloroform and water
6. 6
   その他The organic layer was separated
7. 7
   抽出the aqueous layer was extracted with chloroform three times
8. 8
   洗浄The combined organic layers were washed with brine
9. 9
   乾燥dried over anhydrous MgSO4
10. 10
    その他the solvent was removed in vacuo
11. 11
    洗浄The residue was washed with ether

実験手順

To a solution of 2-methylcyclopentylhydrazine hydrochloride (7.4 g, 48.8 mmol) in ethanol (100 ml) was added sodium methoxide (2.6 g, 48.8 mmol). The resulting white suspension was stirred for 10 minutes at room temperature and then (1-ethoxyethylidene)malononitrile (6.7 g, 48.8 mmol) was added. The reaction mixture was heated to reflux and was stirred for 5 hours. The solvent was removed in vacuo and the residue was partitioned between chloroform and water. The organic layer was separated and the aqueous layer was extracted with chloroform three times. The combined organic layers were washed with brine, then dried over anhydrous MgSO4. The solution was passed through a plug of silica gel and the solvent was removed in vacuo. The residue was washed with ether to afford 5.6 g (56%) of 1-(2-methylcyclopentyl)-3-methyl-5-amino-1H-pyrazole-4-carbonitrile as a white powder, m.p. 158°-159° C.

出典