반응 #574446

반응 방정식

cyclopentyl hydrazine hydrochloride

sodium methoxide

(1-methoxyphenylethylidene)malononitrile

→

1-cyclopentyl-3-phenylmethyl-5-amino-1H-pyrazole-4-carbonitrile

수율 26.0%

용매

ethanol

ethanol

반응 조건

후처리

1. 1
   온도was heated
2. 2
   온도to reflux
3. 3
   온도The reaction mixture was refluxed for 6.5 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 (3×75 ml)
8. 8
   세척The combined organic layers were washed with brine
9. 9
   건조dried over anhydrous MgSO4
10. 10
    농축concentrated in vacuo

실험 절차

A mixture of cyclopentyl hydrazine hydrochloride (1.4 g, 10.2 mmol), sodium methoxide (0.55 g, 10.2 mmol) and ethanol (30 ml) was heated to reflux and then (1-methoxyphenylethylidene)malononitrile (2.0 g, 10.2 mmol) in ethanol (15 ml) was added dropwise over 1 hour. The reaction mixture was refluxed for 6.5 hours and the solvent was removed in vacuo. The residue was partitioned between chloroform and water, the organic layer was separated and the aqueous layer was extracted with chloroform (3×75 ml). The combined organic layers were washed with brine, dried over anhydrous MgSO4 and concentrated in vacuo to afford 0.7 g (26%) of 1-cyclopentyl-3-phenylmethyl-5-amino-1H-pyrazole-4-carbonitrile as white flakes, m.p. 180°-182° C. when recrystallized from ethyl acetate and dried for 18 hours at 90° C. in high vacuum.

출처