(1R,2R)-N₁-(5,7-bis(trifluoromethyl)-1H-benzo[d]imidazol-2-yl)cyclohexane-1,2-diamine

Base Information

• Chemical Name: (1R,2R)-N₁-(5,7-bis(trifluoromethyl)-1H-benzo[d]imidazol-2-yl)cyclohexane-1,2-diamine
• CAS No.: 1355991-91-1
• Molecular Formula: C₁₅H₁₆F₆N₄
• Molecular Weight: 366.309

Synonyms:(1R,2R)-N₁-(5,7-bis(trifluoromethyl)-1H-benzo[d]imidazol-2-yl)cyclohexane-1,2-diamine

Chemical Property of (1R,2R)-N₁-(5,7-bis(trifluoromethyl)-1H-benzo[d]imidazol-2-yl)cyclohexane-1,2-diamine

Chemical Property:

Purity/Quality:

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Technology Process of (1R,2R)-N₁-(5,7-bis(trifluoromethyl)-1H-benzo[d]imidazol-2-yl)cyclohexane-1,2-diamine

There total 7 articles about (1R,2R)-N₁-(5,7-bis(trifluoromethyl)-1H-benzo[d]imidazol-2-yl)cyclohexane-1,2-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: 47.0%

2-chloro-5,7-bis(trifluoromethyl)-1H-benzoimidazole (683240-87-1) + (1R,2R)-1,2-diaminocyclohexane (20439-47-8) → (1R,2R)-N1-(5,7-bis(trifluoromethyl)-1H-benzo[d]imidazol-2-yl)cyclohexane-1,2-diamine (1355991-91-1) + (1R,2R)-N1,N2-bis(5,7-bis(trifluoromethyl)-1H-benzo[d]imidazol-2-yl)cyclohexane-1,2-diamine (1355991-56-8)

Guidance literature:

In N,N-dimethyl-formamide; acetonitrile; at 175 ℃; for 0.833333h; Microwave irradiation; Sealed vessel;

DOI:10.1016/j.tet.2011.12.021

Reference yield:

4,6-bis(trifluoromethyl)-1,3-dihydrobenzimidazol-2-one (683240-86-0) → (1R,2R)-N1-(5,7-bis(trifluoromethyl)-1H-benzo[d]imidazol-2-yl)cyclohexane-1,2-diamine (1355991-91-1) + (1R,2R)-N1,N2-bis(5,7-bis(trifluoromethyl)-1H-benzo[d]imidazol-2-yl)cyclohexane-1,2-diamine (1355991-56-8)

Guidance literature:

Multi-step reaction with 2 steps

1: trichlorophosphate / 15 h / Reflux

2: N,N-dimethyl-formamide; acetonitrile / 0.83 h / 175 °C / Microwave irradiation; Sealed vessel

With trichlorophosphate; In N,N-dimethyl-formamide; acetonitrile;

DOI:10.1016/j.tet.2011.12.021

Reference yield:

N-(2-nitro-3,5-bis(trifluoromethyl)phenyl)acetamide → (1R,2R)-N1-(5,7-bis(trifluoromethyl)-1H-benzo[d]imidazol-2-yl)cyclohexane-1,2-diamine (1355991-91-1) + (1R,2R)-N1,N2-bis(5,7-bis(trifluoromethyl)-1H-benzo[d]imidazol-2-yl)cyclohexane-1,2-diamine (1355991-56-8)

Guidance literature:

Multi-step reaction with 5 steps

1: water; sodium hydroxide / methanol / 2 h / 110 °C

2: palladium 10% on activated carbon; hydrogen / ethanol / 2 h / 20 °C

3: tetrahydrofuran / 3 h / 20 °C

4: trichlorophosphate / 15 h / Reflux

5: N,N-dimethyl-formamide; acetonitrile / 0.83 h / 175 °C / Microwave irradiation; Sealed vessel

With palladium 10% on activated carbon; water; hydrogen; sodium hydroxide; trichlorophosphate; In tetrahydrofuran; methanol; ethanol; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1016/j.tet.2011.12.021

upstream raw materials:

4,6-bis(trifluoromethyl)-1,3-dihydrobenzimidazol-2-one

2-chloro-5,7-bis(trifluoromethyl)-1H-benzoimidazole

(1R,2R)-1,2-diaminocyclohexane

(3,5-bis(trifluoromethyl)methyl)acetanilide

Downstream raw materials:

(1R,2R)-N₁-(5,7-bis(trifluoromethyl)-1H-benzo[d]imidazol-2-yl)-N₂,N₂-dimethylcyclohexane-1,2-diamine

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