5-(3-(2-ethyl-3-formylphenyl)-1,2,4-thiadiazol-5-yl)-2-isobutylbenzonitrile

Base Information

Chemical Name:5-(3-(2-ethyl-3-formylphenyl)-1,2,4-thiadiazol-5-yl)-2-isobutylbenzonitrile
CAS No.:1344997-65-4
Molecular Formula:C₂₂H₂₁N₃OS
Molecular Weight:375.494
Hs Code.:

Synonyms:5-(3-(2-ethyl-3-formylphenyl)-1,2,4-thiadiazol-5-yl)-2-isobutylbenzonitrile

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Chemical Property of 5-(3-(2-ethyl-3-formylphenyl)-1,2,4-thiadiazol-5-yl)-2-isobutylbenzonitrile

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Technology Process of 5-(3-(2-ethyl-3-formylphenyl)-1,2,4-thiadiazol-5-yl)-2-isobutylbenzonitrile

There total 9 articles about 5-(3-(2-ethyl-3-formylphenyl)-1,2,4-thiadiazol-5-yl)-2-isobutylbenzonitrile 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:

: 856167-68-5
2-(2-methylpropyl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile

: 1344997-65-4
5-(3-(2-ethyl-3-formylphenyl)-1,2,4-thiadiazol-5-yl)-2-isobutylbenzonitrile

Guidance literature:: Multi-step reaction with 2 steps

1: potassium phosphate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / N,N-dimethyl-formamide; water / 1 h / 80 °C / Inert atmosphere; Microwave irradiation; Sealed vessel

2: potassium phosphate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide; water / 0.25 h / 120 °C / Microwave irradiation; Sealed vessel; Inert atmosphere

With potassium phosphate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In water; N,N-dimethyl-formamide; 1: Suzuki Coupling / 2: Suzuki Coupling;

Reference yield:

: 108-36-1
1,3-dibromobenzene

: 1344997-65-4
5-(3-(2-ethyl-3-formylphenyl)-1,2,4-thiadiazol-5-yl)-2-isobutylbenzonitrile

Guidance literature:: Multi-step reaction with 5 steps

1.1: diisopropylamine; n-butyllithium / hexane; tetrahydrofuran / 4 h / -70 - -65 °C

2.1: n-butyllithium; isopropylmagnesium bromide / hexane; tetrahydrofuran / 1.17 h / 0 °C

2.2: 2 h / -10 - 20 °C

2.3: 0.17 h / 0 °C

3.1: hydrogenchloride / water; tetrahydrofuran / 1 h / 20 °C

4.1: potassium acetate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / N,N-dimethyl-formamide / 80 °C

5.1: potassium phosphate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide; water / 0.25 h / 120 °C / Microwave irradiation; Sealed vessel; Inert atmosphere

With hydrogenchloride; potassium phosphate; n-butyllithium; isopropylmagnesium bromide; potassium acetate; diisopropylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In tetrahydrofuran; hexane; water; N,N-dimethyl-formamide; 5.1: Suzuki Coupling;

Reference yield:

: 134604-07-2
2-bromo-5-nitrobenzonitrile

: 1344997-65-4
5-(3-(2-ethyl-3-formylphenyl)-1,2,4-thiadiazol-5-yl)-2-isobutylbenzonitrile

Guidance literature:: Multi-step reaction with 6 steps

1.1: caesium carbonate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / toluene; water / 16 h / 100 °C / Inert atmosphere

2.1: zinc; ammonium formate / water; methanol / 4 h / 80 °C

3.1: sodium nitrite; hydrogen bromide / acetonitrile; water / 0.5 h / 0 °C

3.2: 16 h / 20 °C

4.1: potassium acetate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane / 12 h / 80 °C / Inert atmosphere

5.1: potassium phosphate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / N,N-dimethyl-formamide; water / 1 h / 80 °C / Inert atmosphere; Microwave irradiation; Sealed vessel

6.1: potassium phosphate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide; water / 0.25 h / 120 °C / Microwave irradiation; Sealed vessel; Inert atmosphere

With potassium phosphate; hydrogen bromide; ammonium formate; potassium acetate; caesium carbonate; zinc; sodium nitrite; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In 1,4-dioxane; methanol; water; N,N-dimethyl-formamide; toluene; acetonitrile; 1.1: Suzuki Coupling / 5.1: Suzuki Coupling / 6.1: Suzuki Coupling;