반응 #574424

반응 방정식

(1-ethoxyethylidene)malononitrile

2-methylcyclopentylhydrazine hydrochloride

sodium methoxide

→

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

수율 56.2%

용매

ethanol

반응 조건

후처리

1. 1
   온도The reaction mixture was heated
2. 2
   온도to reflux
3. 3
   workup.STIRRINGwas stirred for 5 hours
4. 4
   기타The solvent was removed in vacuo
5. 5
   기타the residue was partitioned between chloroform and water
6. 6
   기타The organic layer was separated
7. 7
   추출the aqueous layer was extracted with chloroform three times
8. 8
   세척The combined organic layers were washed with brine
9. 9
   건조dried over anhydrous MgSO4
10. 10
    기타the solvent was removed in vacuo
11. 11
    세척The residue was washed with ether

실험 절차

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.

출처