Реакция #2487419

Уравнение реакции

N-[1-(ethylsulfanyl)ethylidene]aniline

nicotinic acid hydrazide

→

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

Выход 42.0%

Растворители

1-butanol

Условия реакции

Обработка

1. 1
   ДругоеFirst, into a 100-mL three-neck flask were placed
2. 2
   КонцентрированиеAfter the stirring, this reaction solution was concentrated under reduced pressure
3. 3
   Другоеto give an oily substance
4. 4
   ПромывкаThis oily substance was washed with ethyl acetate
5. 5
   Фильтрацияsubjected to suction filtration
6. 6
   Другоеto give a solid
7. 7
   ДругоеThis solid was purified by alumina column chromatography
8. 8
   КонцентрированиеThe obtained fraction was concentrated
9. 9
   Другоеto give a solid
10. 10
    ПромывкаThis 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
    Другоеwas obtained (a white solid, 42% yield)
12. 12
    ДругоеThe synthesis scheme of Step 1

Методика

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).

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