N¹-(2-(isopropylthio)benzyl)-N³-(2,4,6-trimethylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride

Base Information

• Chemical Name: N¹-(2-(isopropylthio)benzyl)-N³-(2,4,6-trimethylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride
• CAS No.: 1607022-04-7
• Molecular Formula: C₂₂H₂₉N₂S*Cl
• Molecular Weight: 389.005

Synonyms:N¹-(2-(isopropylthio)benzyl)-N³-(2,4,6-trimethylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride

Chemical Property of N¹-(2-(isopropylthio)benzyl)-N³-(2,4,6-trimethylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride

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Technology Process of N¹-(2-(isopropylthio)benzyl)-N³-(2,4,6-trimethylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride

There total 4 articles about N¹-(2-(isopropylthio)benzyl)-N³-(2,4,6-trimethylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride 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: 96.0%

N1-(2-(isopropylthio)benzyl)-N2-(2,4,6-trimethylphenyl)-ethane-1,2-diamine (1607022-02-5) + orthoformic acid triethyl ester (122-51-0) → N1-(2-(isopropylthio)benzyl)-N3-(2,4,6-trimethylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride (1607022-04-7)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; at 90 - 105 ℃; for 14h;

DOI:10.1021/om4009197

Reference yield:

N1-(2-(isopropylthio)benzyl)-N2-(2,4,6-trimethylphenyl)-ethane-1,2-benzamide (1631135-05-1) → N1-(2-(isopropylthio)benzyl)-N3-(2,4,6-trimethylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride (1607022-04-7)

Guidance literature:

Multi-step reaction with 2 steps

1: lithium aluminium tetrahydride / tetrahydrofuran / 6 h / 20 °C / Reflux

2: hydrogenchloride / 1,4-dioxane / 14 h / 90 - 105 °C

With hydrogenchloride; lithium aluminium tetrahydride; In tetrahydrofuran; 1,4-dioxane;

DOI:10.1021/om4009197

Reference yield:

2-isopropylmercaptobenzoic acid (41394-95-0) → N1-(2-(isopropylthio)benzyl)-N3-(2,4,6-trimethylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride (1607022-04-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 1,1'-carbonyldiimidazole / acetonitrile / 0.5 h / 60 °C

1.2: 2 h / 60 °C

2.1: lithium aluminium tetrahydride / tetrahydrofuran / 6 h / 20 °C / Reflux

3.1: hydrogenchloride / 1,4-dioxane / 14 h / 90 - 105 °C

With hydrogenchloride; lithium aluminium tetrahydride; 1,1'-carbonyldiimidazole; In tetrahydrofuran; 1,4-dioxane; acetonitrile;

DOI:10.1021/om4009197

upstream raw materials:

N¹-(2-(isopropylthio)benzyl)-N²-(2,4,6-trimethylphenyl)-ethane-1,2-diamine

orthoformic acid triethyl ester

N-2,4,6-trimethylphenyl-(1,2-diaminoethane)

N¹-(2-(isopropylthio)benzyl)-N²-(2,4,6-trimethylphenyl)-ethane-1,2-benzamide

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