1-(adamantan-1-yl-2,2,8,8,9,9-d₆)-3-(2,4,6-trimethylphenyl)-4,5-dihydro-1H-imidazol-3-iumchloride

Base Information

• Chemical Name: 1-(adamantan-1-yl-2,2,8,8,9,9-d₆)-3-(2,4,6-trimethylphenyl)-4,5-dihydro-1H-imidazol-3-iumchloride
• CAS No.: 1600534-81-3
• Molecular Formula: C₂₂H₃₁N₂*Cl
• Molecular Weight: 364.907

Synonyms:1-(adamantan-1-yl-2,2,8,8,9,9-d₆)-3-(2,4,6-trimethylphenyl)-4,5-dihydro-1H-imidazol-3-iumchloride

Chemical Property of 1-(adamantan-1-yl-2,2,8,8,9,9-d₆)-3-(2,4,6-trimethylphenyl)-4,5-dihydro-1H-imidazol-3-iumchloride

Chemical Property:

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Technology Process of 1-(adamantan-1-yl-2,2,8,8,9,9-d₆)-3-(2,4,6-trimethylphenyl)-4,5-dihydro-1H-imidazol-3-iumchloride

There total 5 articles about 1-(adamantan-1-yl-2,2,8,8,9,9-d₆)-3-(2,4,6-trimethylphenyl)-4,5-dihydro-1H-imidazol-3-iumchloride 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: 80.0%

N1-(adamantan-1-yl-2,2,8,8,9,9-d6)-N2-(2,4,6-trimethylphenyl)ethane-1,2-diammoniumdichloride + orthoformic acid triethyl ester (122-51-0) → 1-(adamantan-1-yl-2,2,8,8,9,9-d6)-3-(2,4,6-trimethylphenyl)-4,5-dihydro-1H-imidazol-3-iumchloride (1600534-81-3)

Guidance literature:

at 145 ℃; for 0.133333h; Microwave irradiation;

DOI:10.1021/ja5021958

Reference yield:

N-(adamantan-1-yl-2,2,8,8,9,9-d6)-2-((2,4,6-trimethylphenyl)amino)acetamide (1600534-78-8) → 1-(adamantan-1-yl-2,2,8,8,9,9-d6)-3-(2,4,6-trimethylphenyl)-4,5-dihydro-1H-imidazol-3-iumchloride (1600534-81-3)

Guidance literature:

Multi-step reaction with 3 steps

1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 130 °C / 6000.6 Torr / Microwave irradiation

2: hydrogenchloride / diethyl ether / 1 h

3: 0.13 h / 145 °C / Microwave irradiation

With hydrogenchloride; lithium aluminium tetrahydride; In tetrahydrofuran; diethyl ether;

DOI:10.1021/ja5021958

Reference yield:

N-(adamantan-1-yl-2,2,8,8,9,9-d6)-2-bromoacetamide (1600534-77-7) → 1-(adamantan-1-yl-2,2,8,8,9,9-d6)-3-(2,4,6-trimethylphenyl)-4,5-dihydro-1H-imidazol-3-iumchloride (1600534-81-3)

Guidance literature:

Multi-step reaction with 4 steps

1: potassium carbonate / acetonitrile / 0.5 h / 130 °C / 3000.3 Torr / Microwave irradiation

2: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 130 °C / 6000.6 Torr / Microwave irradiation

3: hydrogenchloride / diethyl ether / 1 h

4: 0.13 h / 145 °C / Microwave irradiation

With hydrogenchloride; lithium aluminium tetrahydride; potassium carbonate; In tetrahydrofuran; diethyl ether; acetonitrile;

DOI:10.1021/ja5021958

upstream raw materials:

N-(adamantan-1-yl-2,2,8,8,9,9-d₆)-2-bromoacetamide

N-(adamantan-1-yl-2,2,8,8,9,9-d₆)-2-((2,4,6-trimethylphenyl)amino)acetamide

orthoformic acid triethyl ester

C₁₀H₁₁⁽²⁾H₆N

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