Reacción #2487419

Ecuación de reacción

N-[1-(ethylsulfanyl)ethylidene]aniline

nicotinic acid hydrazide

→

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

Rendimiento 42.0%

Disolventes

1-butanol

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroFirst, into a 100-mL three-neck flask were placed
2. 2
   ConcentraciónAfter the stirring, this reaction solution was concentrated under reduced pressure
3. 3
   Otroto give an oily substance
4. 4
   LavadoThis oily substance was washed with ethyl acetate
5. 5
   Filtraciónsubjected to suction filtration
6. 6
   Otroto give a solid
7. 7
   OtroThis solid was purified by alumina column chromatography
8. 8
   ConcentraciónThe obtained fraction was concentrated
9. 9
   Otroto give a solid
10. 10
    LavadoThis 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
    Otrowas obtained (a white solid, 42% yield)
12. 12
    OtroThe synthesis scheme of Step 1

Procedimiento

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).

Fuente