5-(2-hydroxy-5-methylphenyl)-1-methyl-3-phenyl-1H-imidazo[4,5-b]pyridine-2(3H)-thione

Base Information

• Chemical Name: 5-(2-hydroxy-5-methylphenyl)-1-methyl-3-phenyl-1H-imidazo[4,5-b]pyridine-2(3H)-thione
• CAS No.: 1354627-92-1
• Molecular Formula: C₂₀H₁₇N₃OS
• Molecular Weight: 347.44

Synonyms:5-(2-hydroxy-5-methylphenyl)-1-methyl-3-phenyl-1H-imidazo[4,5-b]pyridine-2(3H)-thione

Chemical Property of 5-(2-hydroxy-5-methylphenyl)-1-methyl-3-phenyl-1H-imidazo[4,5-b]pyridine-2(3H)-thione

Chemical Property:

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Technology Process of 5-(2-hydroxy-5-methylphenyl)-1-methyl-3-phenyl-1H-imidazo[4,5-b]pyridine-2(3H)-thione

There total 3 articles about 5-(2-hydroxy-5-methylphenyl)-1-methyl-3-phenyl-1H-imidazo[4,5-b]pyridine-2(3H)-thione 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: 90.0%

6-methyl-chromen-4-one (38445-23-7) + 1-methyl-3-phenyl-4-amino-4-imidazoline-2-thione → 5-(2-hydroxy-5-methylphenyl)-1-methyl-3-phenyl-1H-imidazo[4,5-b]pyridine-2(3H)-thione (1354627-92-1)

Guidance literature:

With chloro-trimethyl-silane; In N,N-dimethyl-formamide; at 100 ℃; for 1h; regioselective reaction; Inert atmosphere;

DOI:10.1039/c1ob06494k

Reference yield: 86.0%

(2E)-3-(dimethylamino)-1-(2-hydroxy-5-methylphenyl)-2-propen-1-one (89807-39-6) + 1-methyl-3-phenyl-4-amino-4-imidazoline-2-thione → 5-(2-hydroxy-5-methylphenyl)-1-methyl-3-phenyl-1H-imidazo[4,5-b]pyridine-2(3H)-thione (1354627-92-1)

Guidance literature:

With chloro-trimethyl-silane; In N,N-dimethyl-formamide; at 100 ℃; for 1h; regioselective reaction; Inert atmosphere;

DOI:10.1039/c1ob06494k

Reference yield:

(2E)-3-(dimethylamino)-1-(2-hydroxy-5-methylphenyl)-2-propen-1-one (89807-39-6) → 5-(2-hydroxy-5-methylphenyl)-1-methyl-3-phenyl-1H-imidazo[4,5-b]pyridine-2(3H)-thione (1354627-92-1)

Guidance literature:

Multi-step reaction with 2 steps

1: chloro-trimethyl-silane / N,N-dimethyl-formamide / 90 - 120 °C / Inert atmosphere

2: chloro-trimethyl-silane / N,N-dimethyl-formamide / 1 h / 100 °C / Inert atmosphere

With chloro-trimethyl-silane; In N,N-dimethyl-formamide;

DOI:10.1039/c1ob06494k

upstream raw materials:

6-methyl-chromen-4-one

(2E)-3-(dimethylamino)-1-(2-hydroxy-5-methylphenyl)-2-propen-1-one

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