4-(2,4-dichlorophenyl)-2-(tetrahydro-2H-pyran-4-yl)-5-(4H-1,2,4-triazol-3-yl)thiophene-3-carbonitrile

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Chemical Name:4-(2,4-dichlorophenyl)-2-(tetrahydro-2H-pyran-4-yl)-5-(4H-1,2,4-triazol-3-yl)thiophene-3-carbonitrile
CAS No.:1202041-52-8
Molecular Formula:C₁₈H₁₄Cl₂N₄OS
Molecular Weight:405.307
Hs Code.:

Synonyms:4-(2,4-dichlorophenyl)-2-(tetrahydro-2H-pyran-4-yl)-5-(4H-1,2,4-triazol-3-yl)thiophene-3-carbonitrile

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Chemical Property of 4-(2,4-dichlorophenyl)-2-(tetrahydro-2H-pyran-4-yl)-5-(4H-1,2,4-triazol-3-yl)thiophene-3-carbonitrile

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Technology Process of 4-(2,4-dichlorophenyl)-2-(tetrahydro-2H-pyran-4-yl)-5-(4H-1,2,4-triazol-3-yl)thiophene-3-carbonitrile

There total 12 articles about 4-(2,4-dichlorophenyl)-2-(tetrahydro-2H-pyran-4-yl)-5-(4H-1,2,4-triazol-3-yl)thiophene-3-carbonitrile 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%

: 1202041-81-3
4-(2,4-dichlorophenyl)-2-(3,6-dihydro-2H-pyran-4-yl)-5-(4H-1,2,4-triazol-3-yl)thiophene-3-carbonitrile

: 1202041-52-8
4-(2,4-dichlorophenyl)-2-(tetrahydro-2H-pyran-4-yl)-5-(4H-1,2,4-triazol-3-yl)thiophene-3-carbonitrile

Guidance literature:: With hydrogen; palladium 10% on activated carbon; In methanol; for 2h;

Reference yield:

: 4-cyano-3-iodo-5-(methylthio)thiophene-2-carboxylic acid ethyl ester

: 1202041-52-8
4-(2,4-dichlorophenyl)-2-(tetrahydro-2H-pyran-4-yl)-5-(4H-1,2,4-triazol-3-yl)thiophene-3-carbonitrile

Guidance literature:: Multi-step reaction with 11 steps

1.1: 3-chloro-benzenecarboperoxoic acid / tetrahydrofuran; dichloromethane / 20 °C

2.1: tetrahydrofuran / 72 h / 60 °C

3.1: sodium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,2-dimethoxyethane; water / 0.17 h / 140 °C / Microwave irradiation; Inert atmosphere

4.1: trifluoroacetic acid / dichloromethane / 0.17 h / 20 °C

5.1: diiodomethane; isopentyl nitrite / acetonitrile / 20 - 38 °C / Inert atmosphere

6.1: water; sodium hydroxide / tetrahydrofuran

7.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 0.5 h

7.2: 2 h

8.1: 0.5 h / 120 °C / Microwave irradiation

9.1: hydrazine hydrate; acetic acid / 0.25 h / 120 °C / Microwave irradiation

10.1: copper(l) iodide / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane / 3 h / Reflux; Inert atmosphere

11.1: hydrogen / palladium 10% on activated carbon / methanol / 2 h

With copper(l) iodide; diiodomethane; water; hydrogen; sodium carbonate; benzotriazol-1-ol; hydrazine hydrate; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid; sodium hydroxide; isopentyl nitrite; tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium 10% on activated carbon; In tetrahydrofuran; 1,4-dioxane; methanol; 1,2-dimethoxyethane; dichloromethane; water; acetonitrile; 3.1: Suzuki Coupling / 5.1: Sandmeyer Reaction;

Reference yield:

: 861966-15-6
4-cyano-3-iodo-5-methanesulfonylthiophene-2-carboxylic acid ethyl ester

: 1202041-52-8
4-(2,4-dichlorophenyl)-2-(tetrahydro-2H-pyran-4-yl)-5-(4H-1,2,4-triazol-3-yl)thiophene-3-carbonitrile

Guidance literature:: Multi-step reaction with 10 steps

1.1: tetrahydrofuran / 72 h / 60 °C

2.1: sodium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,2-dimethoxyethane; water / 0.17 h / 140 °C / Microwave irradiation; Inert atmosphere

3.1: trifluoroacetic acid / dichloromethane / 0.17 h / 20 °C

4.1: diiodomethane; isopentyl nitrite / acetonitrile / 20 - 38 °C / Inert atmosphere

5.1: water; sodium hydroxide / tetrahydrofuran

6.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 0.5 h

6.2: 2 h

7.1: 0.5 h / 120 °C / Microwave irradiation

8.1: hydrazine hydrate; acetic acid / 0.25 h / 120 °C / Microwave irradiation

9.1: copper(l) iodide / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane / 3 h / Reflux; Inert atmosphere

10.1: hydrogen / palladium 10% on activated carbon / methanol / 2 h

With copper(l) iodide; diiodomethane; water; hydrogen; sodium carbonate; benzotriazol-1-ol; hydrazine hydrate; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; sodium hydroxide; isopentyl nitrite; tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium 10% on activated carbon; In tetrahydrofuran; 1,4-dioxane; methanol; 1,2-dimethoxyethane; dichloromethane; water; acetonitrile; 2.1: Suzuki Coupling / 4.1: Sandmeyer Reaction;