反応 #2487419

反応方程式

N-[1-(ethylsulfanyl)ethylidene]aniline

nicotinic acid hydrazide

→

3-Methyl-4-phenyl-5-(3-pyridyl)-4H-1,2,4-triazole

収率 42.0%

溶媒

1-butanol

反応条件

後処理

1. 1
   その他First, into a 100-mL three-neck flask were placed
2. 2
   濃縮After the stirring, this reaction solution was concentrated under reduced pressure
3. 3
   その他to give an oily substance
4. 4
   洗浄This oily substance was washed with ethyl acetate
5. 5
   ろ過subjected to suction filtration
6. 6
   その他to give a solid
7. 7
   その他This solid was purified by alumina column chromatography
8. 8
   濃縮The obtained fraction was concentrated
9. 9
   その他to give a solid
10. 10
    洗浄This solid was washed with a mixed solvent of ethyl acetate and hexane, so that 3-methyl-4-phenyl-5-(3-pyridyl)-4H-1,2,4-triazole (abbreviation: HMpytz)
11. 11
    その他was obtained (a white solid, 42% yield)
12. 12
    その他The synthesis scheme of Step 1

実験手順

First, into a 100-mL three-neck flask were placed 3.64 g of N-[1-(ethylsulfanyl)ethylidene]aniline, 20 mL of 1-butanol, and 2.78 g of nicotinic acid hydrazide, and the mixture was stirred at 130° C. for 22 hours. After the stirring, this reaction solution was concentrated under reduced pressure to give an oily substance. This oily substance was washed with ethyl acetate, and subjected to suction filtration to give a solid. This solid was purified by alumina column chromatography using ethyl acetate as a developing solvent. The obtained fraction was concentrated to give a solid. This solid was washed with a mixed solvent of ethyl acetate and hexane, so that 3-methyl-4-phenyl-5-(3-pyridyl)-4H-1,2,4-triazole (abbreviation: HMpytz) was obtained (a white solid, 42% yield). The synthesis scheme of Step 1 is illustrated in the following (a-1).

出典