3-methoxy-6-nitro-5-(4-trifluoromethoxy-phenylsulfanyl)-benzofuran

Base Information

• Chemical Name: 3-methoxy-6-nitro-5-(4-trifluoromethoxy-phenylsulfanyl)-benzofuran
• CAS No.: 286377-48-8
• Molecular Formula: C₁₆H₁₀F₃NO₅S
• Molecular Weight: 385.32
• Mol file: 286377-48-8.mol

Synonyms:

Chemical Property of 3-methoxy-6-nitro-5-(4-trifluoromethoxy-phenylsulfanyl)-benzofuran

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-methoxy-6-nitro-5-(4-trifluoromethoxy-phenylsulfanyl)-benzofuran

There total 7 articles about 3-methoxy-6-nitro-5-(4-trifluoromethoxy-phenylsulfanyl)-benzofuran 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: 56.0%

4-trifluoromethoxybenzenethiol (169685-29-4) + 5-Bromo-3-methoxy-6-nitrobenzofuran (286377-24-0) → 3-methoxy-6-nitro-5-(4-trifluoromethoxy-phenylsulfanyl)-benzofuran (286377-48-8)

Guidance literature:

With potassium tert-butylate; In tert-butyl alcohol; for 72h; Heating;

DOI:10.1055/s-2000-6396

Reference yield:

4-amino 5-bromo 2-methoxy benzoic acid (35290-97-2) → 3-methoxy-6-nitro-5-(4-trifluoromethoxy-phenylsulfanyl)-benzofuran (286377-48-8)

Guidance literature:

Multi-step reaction with 8 steps

1.1: NaNO₂; H₂O; HBF₄ / 0.5 h / 0 °C

1.2: 75 percent / Cu; NaNO₂ / H₂O / 3 h / 20 °C

2.1: 97 percent / HBr; AcOH; Ac₂O / 6 h / Heating

3.1: 85 percent / H₂SO₄ / 24 h / Heating

4.1: 98 percent / K₂CO₃ / acetone / 12 h / Heating

5.1: 99 percent / KOH; H₂O / methanol; dioxane / 18 h / 20 °C

6.1: 71 percent / AcONa; AcOH / 4 h / Heating

7.1: 85 percent / HCl; H₂O / 6 h / Heating

8.1: 56 percent / t-BuOK / 2-methyl-propan-2-ol / 72 h / Heating

With hydrogenchloride; potassium hydroxide; tetrafluoroboric acid; sulfuric acid; potassium tert-butylate; water; hydrogen bromide; sodium acetate; acetic anhydride; potassium carbonate; acetic acid; sodium nitrite; In 1,4-dioxane; methanol; acetone; tert-butyl alcohol; 1.1: Diazotization / 1.2: Substitution / 2.1: ether cleavage / 3.1: Esterification / 4.1: Alkylation / 5.1: Hydrolysis / 6.1: Cyclization / 7.1: methanolysis / 8.1: Substitution;

DOI:10.1055/s-2000-6396

Reference yield:

5-Bromo-2-hydroxy-4-nitrobenzoic acid (286377-19-3) → 3-methoxy-6-nitro-5-(4-trifluoromethoxy-phenylsulfanyl)-benzofuran (286377-48-8)

Guidance literature:

Multi-step reaction with 6 steps

1: 85 percent / H₂SO₄ / 24 h / Heating

2: 98 percent / K₂CO₃ / acetone / 12 h / Heating

3: 99 percent / KOH; H₂O / methanol; dioxane / 18 h / 20 °C

4: 71 percent / AcONa; AcOH / 4 h / Heating

5: 85 percent / HCl; H₂O / 6 h / Heating

6: 56 percent / t-BuOK / 2-methyl-propan-2-ol / 72 h / Heating

With hydrogenchloride; potassium hydroxide; sulfuric acid; potassium tert-butylate; water; sodium acetate; potassium carbonate; acetic acid; In 1,4-dioxane; methanol; acetone; tert-butyl alcohol; 1: Esterification / 2: Alkylation / 3: Hydrolysis / 4: Cyclization / 5: methanolysis / 6: Substitution;

DOI:10.1055/s-2000-6396

upstream raw materials:

4-trifluoromethoxybenzenethiol

5-Bromo-3-methoxy-6-nitrobenzofuran

4-amino 5-bromo 2-methoxy benzoic acid

5-Bromo-2-hydroxy-4-nitrobenzoic acid

Downstream raw materials:

6-amino-5-(4-trifluoromethoxy-phenylsulfanyl)-benzofuran-3-one

Refernces