Reaktion #2487419

Reaktionsgleichung

N-[1-(ethylsulfanyl)ethylidene]aniline

nicotinic acid hydrazide

→

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

Ausbeute 42.0%

Lösungsmittel

1-butanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeFirst, into a 100-mL three-neck flask were placed
2. 2
   EinengenAfter the stirring, this reaction solution was concentrated under reduced pressure
3. 3
   Sonstigeto give an oily substance
4. 4
   WaschenThis oily substance was washed with ethyl acetate
5. 5
   Filtrationsubjected to suction filtration
6. 6
   Sonstigeto give a solid
7. 7
   SonstigeThis solid was purified by alumina column chromatography
8. 8
   EinengenThe obtained fraction was concentrated
9. 9
   Sonstigeto give a solid
10. 10
    WaschenThis 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
    Sonstigewas obtained (a white solid, 42% yield)
12. 12
    SonstigeThe synthesis scheme of Step 1

Vorschrift

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).

Quelle