ChemicalBook CAS DataBase List 4-ETHYL-5-PYRIDIN-4-YL-4H-[1,2,4]TRIAZOLE-3-THIOL

4-ETHYL-5-PYRIDIN-4-YL-4H-[1,2,4]TRIAZOLE-3-THIOL synthesis

5synthesis methods

Product Name:4-ETHYL-5-PYRIDIN-4-YL-4H-[1,2,4]TRIAZOLE-3-THIOL
CAS Number:26029-01-6
Molecular formula:C9H10N4S
Molecular Weight:206.27

54-85-3 Synthesis

54-85-3
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542-85-8
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$46.00/25mL

4-ETHYL-5-PYRIDIN-4-YL-4H-[1,2,4]TRIAZOLE-3-THIOL

26029-01-6
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$65.00/100mg

Yield:26029-01-6 53%

Reaction Conditions:

Stage #1: isoniazid;Ethyl isothiocyanate in ethanol at 150; for 0.25 h;Microwave irradiation;
Stage #2: with potassium carbonate in water; for 16 h;Reflux;

Steps:

1.b b. PREPARATION OF 4-ETHYL-5-(PYRIDIN-4-YL)-4H-1,2,4-TRIAZOLE-3-THIOL

[00446] To a solution of isonicotinohydrazide (84 mg, 0.61 mmol) in 1.0 mL of ethanol was added ethyl isothiocyanate (64 μ, 0.74 mmol). This reaction mixture was heated in a microwave reactor for 15 min at 150°C, cooled to room temperature and concentrated. The residue was then re-dissolved 10 ml of H₂Oand K2CO₃ (101.5 mg, 0.74 mmol) was added, then the solution was brought to reflux. After 16 h,the reaction was allowed to cool to room temperature, diluted with methanol and concentrated. The residue was purified by column chromatography with methanol/CH₂Cl2 (1 :6) to afford 67 mg (53%) of the title compound. ^lH NMR (MeOD) 58.78 (d, J = 5.5 Hz, 2H), 7.78 (d, J = 6.2 Hz, 2H), 4.26 (q, J = 7.2, 2H), 1.33 (t, J = 7.3 Hz, 3H)LRMS calculated for C₉Hi₀N₄S (M+H)Vz: 207.06. Measured 207.1 m/z.

References:

WO2016/154471,2016,A1 Location in patent:Paragraph 00446

54-85-3 Synthesis

54-85-3
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24066-82-8 Synthesis