4-[2-Butyl-5-((E)-2-cyano-3-thiophen-2-yl-propenyl)-imidazol-1-ylmethyl]-benzonitrile

Base Information

Chemical Name:4-[2-Butyl-5-((E)-2-cyano-3-thiophen-2-yl-propenyl)-imidazol-1-ylmethyl]-benzonitrile
CAS No.:148674-52-6
Molecular Formula:C₂₃H₂₂N₄S
Molecular Weight:386.52
Hs Code.:

Synonyms:4-[2-Butyl-5-((E)-2-cyano-3-thiophen-2-yl-propenyl)-imidazol-1-ylmethyl]-benzonitrile

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Chemical Property of 4-[2-Butyl-5-((E)-2-cyano-3-thiophen-2-yl-propenyl)-imidazol-1-ylmethyl]-benzonitrile

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Technology Process of 4-[2-Butyl-5-((E)-2-cyano-3-thiophen-2-yl-propenyl)-imidazol-1-ylmethyl]-benzonitrile

There total 12 articles about 4-[2-Butyl-5-((E)-2-cyano-3-thiophen-2-yl-propenyl)-imidazol-1-ylmethyl]-benzonitrile 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: 95.0%

: 133486-07-4
(E)-3-<2-butyl-1-<(4-carboxamidophenyl)methyl>imidazol-5-yl>-2-(2-thienylmethyl)-2-propenamide

: 148674-52-6
4-[2-Butyl-5-((E)-2-cyano-3-thiophen-2-yl-propenyl)-imidazol-1-ylmethyl]-benzonitrile

Guidance literature:: With oxalyl dichloride; N,N-dimethyl-formamide; In acetonitrile; at 0 ℃; for 0.0833333h;
DOI:10.1021/jm00065a011

Reference yield:

: 2417-72-3
Methyl 4-(bromomethyl)benzoate

: 148674-52-6
4-[2-Butyl-5-((E)-2-cyano-3-thiophen-2-yl-propenyl)-imidazol-1-ylmethyl]-benzonitrile

Guidance literature:: Multi-step reaction with 7 steps

1: potassium carbonate / N,N-dimethyl-formamide / 1 h / 70 °C

2: manganese(IV) oxide; hydrogen; potassium acetate / palladium on activated charcoal / 1.) MeOH, 40 psi, 1.25 h, 2.) CH₂Cl₂, reflux

3: piperidine; benzoic acid / toluene / 18 h / Heating

4: sodium hydroxide / methanol / 18 h / Heating

5: thionyl chloride / benzene / 2.5 h / 55 °C

6: ammonium hydroxide / 1.5 h / Ambient temperature

7: oxalyl dichloride; N,N-dimethyl-formamide / acetonitrile / 0.08 h / 0 °C

With piperidine; manganese(IV) oxide; ammonium hydroxide; sodium hydroxide; thionyl chloride; oxalyl dichloride; hydrogen; potassium acetate; potassium carbonate; N,N-dimethyl-formamide; benzoic acid; palladium on activated charcoal; In methanol; N,N-dimethyl-formamide; toluene; acetonitrile; benzene;
DOI:10.1021/jm00065a011

Reference yield:

: 83857-96-9
2-n-butyl-4-chloro-1H-imidazol-5-carboxaldehyde

: 148674-52-6
4-[2-Butyl-5-((E)-2-cyano-3-thiophen-2-yl-propenyl)-imidazol-1-ylmethyl]-benzonitrile

Guidance literature:: Multi-step reaction with 7 steps

1: potassium carbonate / N,N-dimethyl-formamide / 1 h / 70 °C

2: manganese(IV) oxide; hydrogen; potassium acetate / palladium on activated charcoal / 1.) MeOH, 40 psi, 1.25 h, 2.) CH₂Cl₂, reflux

3: piperidine; benzoic acid / toluene / 18 h / Heating

4: sodium hydroxide / methanol / 18 h / Heating

5: thionyl chloride / benzene / 2.5 h / 55 °C

6: ammonium hydroxide / 1.5 h / Ambient temperature

7: oxalyl dichloride; N,N-dimethyl-formamide / acetonitrile / 0.08 h / 0 °C

With piperidine; manganese(IV) oxide; ammonium hydroxide; sodium hydroxide; thionyl chloride; oxalyl dichloride; hydrogen; potassium acetate; potassium carbonate; N,N-dimethyl-formamide; benzoic acid; palladium on activated charcoal; In methanol; N,N-dimethyl-formamide; toluene; acetonitrile; benzene;
DOI:10.1021/jm00065a011