5-[4-adamantan-1-yl-5-(4-trifluoromethyl-benzylsulfanyl)-4H-[1,2,4]triazol-3-yl]-4-methyl-[1,2,3]thiadiazole

Base Information

• Chemical Name: 5-[4-adamantan-1-yl-5-(4-trifluoromethyl-benzylsulfanyl)-4H-[1,2,4]triazol-3-yl]-4-methyl-[1,2,3]thiadiazole
• CAS No.: 318467-55-9
• Molecular Formula: C₂₃H₂₄F₃N₅S₂
• Molecular Weight: 491.604

Synonyms:5-[4-adamantan-1-yl-5-(4-trifluoromethyl-benzylsulfanyl)-4H-[1,2,4]triazol-3-yl]-4-methyl-[1,2,3]thiadiazole

Chemical Property of 5-[4-adamantan-1-yl-5-(4-trifluoromethyl-benzylsulfanyl)-4H-[1,2,4]triazol-3-yl]-4-methyl-[1,2,3]thiadiazole

Chemical Property:

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Technology Process of 5-[4-adamantan-1-yl-5-(4-trifluoromethyl-benzylsulfanyl)-4H-[1,2,4]triazol-3-yl]-4-methyl-[1,2,3]thiadiazole

There total 3 articles about 5-[4-adamantan-1-yl-5-(4-trifluoromethyl-benzylsulfanyl)-4H-[1,2,4]triazol-3-yl]-4-methyl-[1,2,3]thiadiazole which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 73.0%

4-bromomethyltrifluoromethylbenzene (402-49-3) + 4-adamantan-1-yl-5-(4-methyl-[1,2,3]thiadiazol-5-yl)-2,4-dihydro-[1,2,4]triazole-3-thione (318467-39-9) → 5-[4-adamantan-1-yl-5-(4-trifluoromethyl-benzylsulfanyl)-4H-[1,2,4]triazol-3-yl]-4-methyl-[1,2,3]thiadiazole (318467-55-9)

Guidance literature:

4-adamantan-1-yl-5-(4-methyl-[1,2,3]thiadiazol-5-yl)-2,4-dihydro-[1,2,4]triazole-3-thione; With potassium hydroxide; In ethanol; for 0.5h;

4-bromomethyltrifluoromethylbenzene; In ethanol; at 20 ℃; for 16h;

DOI:10.1002/1521-4184(200010)333:10<347::AID-ARDP347>3.0.CO;2-6

Reference yield:

1-adamantylisothiocyanate (4411-26-1) → 5-[4-adamantan-1-yl-5-(4-trifluoromethyl-benzylsulfanyl)-4H-[1,2,4]triazol-3-yl]-4-methyl-[1,2,3]thiadiazole (318467-55-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 86 percent / aq. NaOH / ethanol / 24 h

2.1: 55 percent / NaHCO₃ / H₂O; dimethylformamide / 4 h / 140 °C

3.1: KOH / ethanol / 0.5 h

3.2: 73 percent / ethanol / 16 h / 20 °C

With potassium hydroxide; sodium hydroxide; sodium hydrogencarbonate; In ethanol; water; N,N-dimethyl-formamide;

DOI:10.1002/1521-4184(200010)333:10<347::AID-ARDP347>3.0.CO;2-6

Reference yield:

C15H21N5OS2 (318467-33-3) → 5-[4-adamantan-1-yl-5-(4-trifluoromethyl-benzylsulfanyl)-4H-[1,2,4]triazol-3-yl]-4-methyl-[1,2,3]thiadiazole (318467-55-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 55 percent / NaHCO₃ / H₂O; dimethylformamide / 4 h / 140 °C

2.1: KOH / ethanol / 0.5 h

2.2: 73 percent / ethanol / 16 h / 20 °C

With potassium hydroxide; sodium hydrogencarbonate; In ethanol; water; N,N-dimethyl-formamide;

DOI:10.1002/1521-4184(200010)333:10<347::AID-ARDP347>3.0.CO;2-6

upstream raw materials:

4-bromomethyltrifluoromethylbenzene

4-adamantan-1-yl-5-(4-methyl-[1,2,3]thiadiazol-5-yl)-2,4-dihydro-[1,2,4]triazole-3-thione

1-adamantylisothiocyanate

C₁₅H₂₁N₅OS₂

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