3-nitro-4-[4-(4-thiophen-2-yl-phenyl)-[1,2,3]triazol-1-ylmethyl]-benzoic acid

Base Information

• Chemical Name: 3-nitro-4-[4-(4-thiophen-2-yl-phenyl)-[1,2,3]triazol-1-ylmethyl]-benzoic acid
• CAS No.: 1394825-04-7
• Molecular Formula: C₂₀H₁₄N₄O₄S
• Molecular Weight: 406.422

Synonyms:3-nitro-4-[4-(4-thiophen-2-yl-phenyl)-[1,2,3]triazol-1-ylmethyl]-benzoic acid

Chemical Property of 3-nitro-4-[4-(4-thiophen-2-yl-phenyl)-[1,2,3]triazol-1-ylmethyl]-benzoic acid

Chemical Property:

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Technology Process of 3-nitro-4-[4-(4-thiophen-2-yl-phenyl)-[1,2,3]triazol-1-ylmethyl]-benzoic acid

There total 3 articles about 3-nitro-4-[4-(4-thiophen-2-yl-phenyl)-[1,2,3]triazol-1-ylmethyl]-benzoic acid 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: 54.0%

thiophene boronic acid (6165-68-0) + 4-[4-(4-bromo-phenyl)-[1,2,3]triazol-1-ylmethyl]-3-nitro-benzoic acid (1271724-99-2) → 3-nitro-4-[4-(4-thiophen-2-yl-phenyl)-[1,2,3]triazol-1-ylmethyl]-benzoic acid (1394825-04-7)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; cesium fluoride; In tetrahydrofuran; water; at 120 ℃; under 12929 Torr; Microwave irradiation; Inert atmosphere;

DOI:10.1016/j.ejmech.2012.05.014

Reference yield:

4-bromo-1-ethynylbenzene (766-96-1) → 3-nitro-4-[4-(4-thiophen-2-yl-phenyl)-[1,2,3]triazol-1-ylmethyl]-benzoic acid (1394825-04-7)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium azide; copper; copper(II) sulfate / water; tert-butyl alcohol / 0.5 h / 120 °C / Microwave irradiation

2: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; cesium fluoride / tetrahydrofuran; water / 120 °C / 12929 Torr / Microwave irradiation; Inert atmosphere

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium azide; copper; copper(II) sulfate; cesium fluoride; In tetrahydrofuran; water; tert-butyl alcohol; 2: Suzuki coupling;

DOI:10.1016/j.ejmech.2012.05.014

Reference yield:

4-bromomethyl-3-nitrobenzoic acid (55715-03-2) → 3-nitro-4-[4-(4-thiophen-2-yl-phenyl)-[1,2,3]triazol-1-ylmethyl]-benzoic acid (1394825-04-7)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium azide; copper; copper(II) sulfate / water; tert-butyl alcohol / 0.5 h / 120 °C / Microwave irradiation

2: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; cesium fluoride / tetrahydrofuran; water / 120 °C / 12929 Torr / Microwave irradiation; Inert atmosphere

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium azide; copper; copper(II) sulfate; cesium fluoride; In tetrahydrofuran; water; tert-butyl alcohol; 2: Suzuki coupling;

DOI:10.1016/j.ejmech.2012.05.014

upstream raw materials:

thiophene boronic acid

4-[4-(4-bromo-phenyl)-[1,2,3]triazol-1-ylmethyl]-3-nitro-benzoic acid

4-bromo-1-ethynylbenzene

4-bromomethyl-3-nitrobenzoic acid

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