2-(5-amino-2-chlorophenyl)-4-<<2'--3-fluorobiphenyl-4-yl>methyl>-5-n-butyl-2,4-dihydro-3H-1,2,4-triazol-3-one

Base Information

• Chemical Name: 2-(5-amino-2-chlorophenyl)-4-<<2'--3-fluorobiphenyl-4-yl>methyl>-5-n-butyl-2,4-dihydro-3H-1,2,4-triazol-3-one
• CAS No.: 159547-41-8
• Molecular Formula: C₃₀H₃₃ClFN₅O₅S
• Molecular Weight: 630.14

Synonyms:2-(5-amino-2-chlorophenyl)-4-<<2'--3-fluorobiphenyl-4-yl>methyl>-5-n-butyl-2,4-dihydro-3H-1,2,4-triazol-3-one

Chemical Property of 2-(5-amino-2-chlorophenyl)-4-<<2'--3-fluorobiphenyl-4-yl>methyl>-5-n-butyl-2,4-dihydro-3H-1,2,4-triazol-3-one

Chemical Property:

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Technology Process of 2-(5-amino-2-chlorophenyl)-4-<<2'--3-fluorobiphenyl-4-yl>methyl>-5-n-butyl-2,4-dihydro-3H-1,2,4-triazol-3-one

There total 11 articles about 2-(5-amino-2-chlorophenyl)-4-<<2'--3-fluorobiphenyl-4-yl>methyl>-5-n-butyl-2,4-dihydro-3H-1,2,4-triazol-3-one 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: 82.0%

4-<<2'--3-fluorobiphenyl-4-yl>methyl>-5-n-butyl-2-(2-chloro-5-nitrophenyl)-2,4-dihydro-3H-1,2,4-triazol-3-one (159547-40-7) → 2-(5-amino-2-chlorophenyl)-4-<<2'--3-fluorobiphenyl-4-yl>methyl>-5-n-butyl-2,4-dihydro-3H-1,2,4-triazol-3-one (159547-41-8)

Guidance literature:

With hydrogen; platinum(IV) oxide; In ethanol; ethyl acetate; for 4h; under 1520 Torr;

DOI:10.1021/jm00019a004

Reference yield:

ethyl N-carbethoxyvalerimidate (5133-68-6) → 2-(5-amino-2-chlorophenyl)-4-<<2'--3-fluorobiphenyl-4-yl>methyl>-5-n-butyl-2,4-dihydro-3H-1,2,4-triazol-3-one (159547-41-8)

Guidance literature:

Multi-step reaction with 6 steps

1: 2.) Et₃N / 1.) toluene, 65 deg C, 4 h, 2.) toluene, 90 deg C, 16 h

2: 1.) NaH / 1.) DMF, 50 deg C, 3 h, 2.) DMF, 90 deg C, overnight

3: 52 percent / 1.25 N aq. NaOH, tetrakis(triphenylphosphine)palladium⁽⁰⁾ / toluene; ethanol / 4 h / 90 °C

4: 72 percent / TFA, anisole / Ambient temperature

5: 1.) NaH / 1.) THF, 50 deg C, 4 h, 2.) THF, 55 deg C, overnight

6: 82 percent / H₂ / PtO₂ / ethyl acetate; ethanol / 4 h / 1520 Torr

With sodium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; hydrogen; sodium hydride; methoxybenzene; triethylamine; trifluoroacetic acid; platinum(IV) oxide; In ethanol; ethyl acetate; toluene;

DOI:10.1021/jm00019a004

Reference yield:

(2-chloro-5-nitrophenyl)hydrazine (96701-59-6) → 2-(5-amino-2-chlorophenyl)-4-<<2'--3-fluorobiphenyl-4-yl>methyl>-5-n-butyl-2,4-dihydro-3H-1,2,4-triazol-3-one (159547-41-8)

Guidance literature:

Multi-step reaction with 6 steps

1: 2.) Et₃N / 1.) toluene, 65 deg C, 4 h, 2.) toluene, 90 deg C, 16 h

2: 1.) NaH / 1.) DMF, 50 deg C, 3 h, 2.) DMF, 90 deg C, overnight

3: 52 percent / 1.25 N aq. NaOH, tetrakis(triphenylphosphine)palladium⁽⁰⁾ / toluene; ethanol / 4 h / 90 °C

4: 72 percent / TFA, anisole / Ambient temperature

5: 1.) NaH / 1.) THF, 50 deg C, 4 h, 2.) THF, 55 deg C, overnight

6: 82 percent / H₂ / PtO₂ / ethyl acetate; ethanol / 4 h / 1520 Torr

With sodium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; hydrogen; sodium hydride; methoxybenzene; triethylamine; trifluoroacetic acid; platinum(IV) oxide; In ethanol; ethyl acetate; toluene;

DOI:10.1021/jm00019a004

upstream raw materials:

4-<<2'--3-fluorobiphenyl-4-yl>methyl>-5-n-butyl-2-(2-chloro-5-nitrophenyl)-2,4-dihydro-3H-1,2,4-triazol-3-one

2-fluoro-4-bromotoluene

ethyl N-carbethoxyvalerimidate

(2-chloro-5-nitrophenyl)hydrazine

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