N₅-(2-chlorophenyl)-N₃-[3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl]-1-methyl-1H-1,2,4-triazole-3,5-diamine

Base Information

• Chemical Name: N₅-(2-chlorophenyl)-N₃-[3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl]-1-methyl-1H-1,2,4-triazole-3,5-diamine
• CAS No.: 1314873-90-9
• Molecular Formula: C₂₀H₂₀ClN₇O
• Molecular Weight: 409.878

Synonyms:N₅-(2-chlorophenyl)-N₃-[3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl]-1-methyl-1H-1,2,4-triazole-3,5-diamine

Chemical Property of N₅-(2-chlorophenyl)-N₃-[3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl]-1-methyl-1H-1,2,4-triazole-3,5-diamine

Chemical Property:

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Technology Process of N₅-(2-chlorophenyl)-N₃-[3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl]-1-methyl-1H-1,2,4-triazole-3,5-diamine

There total 6 articles about N₅-(2-chlorophenyl)-N₃-[3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl]-1-methyl-1H-1,2,4-triazole-3,5-diamine 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: 14.0%

1-(4-bromo-2-methoxyphenyl)-4-methyl-1H-imidazole (870838-56-5) + C9H10ClN5 (1314874-82-2) → N5-(2-chlorophenyl)-N3-[3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl]-1-methyl-1H-1,2,4-triazole-3,5-diamine (1314873-90-9)

Guidance literature:

With caesium carbonate; XPhos; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; In tert-butyl alcohol; at 110 ℃; Inert atmosphere;

Reference yield:

o-chloroaniline (95-51-2) → N5-(2-chlorophenyl)-N3-[3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl]-1-methyl-1H-1,2,4-triazole-3,5-diamine (1314873-90-9)

Guidance literature:

Multi-step reaction with 3 steps

1: isopropyl alcohol / 20 h / Reflux

2: isopropyl alcohol / 2 h / Reflux

3: caesium carbonate; XPhos / tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / tert-butyl alcohol / 110 °C / Inert atmosphere

With caesium carbonate; XPhos; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; In isopropyl alcohol; tert-butyl alcohol;

Reference yield:

1-(2-methoxy-4-nitrophenyl)-4-methyl-1H-imidazole (958245-17-5) → N5-(2-chlorophenyl)-N3-[3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl]-1-methyl-1H-1,2,4-triazole-3,5-diamine (1314873-90-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: hydrogen; thiophene / palladium 10% on activated carbon / methanol / 50 °C / Inert atmosphere

2.1: sodium nitrite; sulfuric acid / acetic acid / 0.5 h / 10 - 20 °C

2.2: 1 h / 20 °C

3.1: caesium carbonate; XPhos / tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / tert-butyl alcohol / 110 °C / Inert atmosphere

With thiophene; sulfuric acid; hydrogen; caesium carbonate; sodium nitrite; XPhos; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; palladium 10% on activated carbon; In methanol; acetic acid; tert-butyl alcohol;

upstream raw materials:

o-chloroaniline

1-fluoro-2-methoxy-4-nitrobenzene

C₁₄H₁₀ClN₃O

1-(4-bromo-2-methoxyphenyl)-4-methyl-1H-imidazole

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