3-(4-Aminobenzoyl)-2-(4-hydroxyphenyl)-6-hydroxy-7-iodobenzothiophene

Base Information

• Chemical Name: 3-(4-Aminobenzoyl)-2-(4-hydroxyphenyl)-6-hydroxy-7-iodobenzothiophene
• CAS No.: 131589-65-6
• Molecular Formula: C₂₁H₁₄INO₃S
• Molecular Weight: 487.318

Synonyms:3-(4-Aminobenzoyl)-2-(4-hydroxyphenyl)-6-hydroxy-7-iodobenzothiophene

Chemical Property of 3-(4-Aminobenzoyl)-2-(4-hydroxyphenyl)-6-hydroxy-7-iodobenzothiophene

Chemical Property:

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Technology Process of 3-(4-Aminobenzoyl)-2-(4-hydroxyphenyl)-6-hydroxy-7-iodobenzothiophene

There total 11 articles about 3-(4-Aminobenzoyl)-2-(4-hydroxyphenyl)-6-hydroxy-7-iodobenzothiophene 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: 75.0%

3-(4-Aminobenzoyl)-6-hydroxy-2-(4-hydroxyphenyl)-benzothiophene (133295-94-0) → 3-(4-Aminobenzoyl)-2-(4-hydroxyphenyl)-6-hydroxy-7-iodobenzothiophene (131589-65-6)

Guidance literature:

With morpholine; iodine; In benzene; at 20 ℃;

DOI:10.1021/jo00009a037

Reference yield:

4-amino-benzoic acid (150-13-0,159246-81-8,8014-65-1) → 3-(4-Aminobenzoyl)-2-(4-hydroxyphenyl)-6-hydroxy-7-iodobenzothiophene (131589-65-6)

Guidance literature:

Multi-step reaction with 6 steps

1: 61 percent / Na₂CO₃ / H₂O / 1 h / 50 °C

2: 62 percent / SOCl₂ / 0.75 h / Heating

3: AlCl₃ / CH₂Cl₂ / 23 h / 25 °C

4: 1.0 M hydrazine hydrate / ethanol / 1 h / Heating

5: 87 percent / BF₃*SMe₂ / CH₂Cl₂ / 0.5 h / Heating

6: 75 percent / I₂, morpholine / benzene / 20 °C

With morpholine; aluminium trichloride; thionyl chloride; boron dimethyl-trifluoro sulphide; iodine; sodium carbonate; hydrazine hydrate; In ethanol; dichloromethane; water; benzene;

DOI:10.1021/jo00009a037

Reference yield:

4-azidobenzoyl chloride (14848-01-2) → 3-(4-Aminobenzoyl)-2-(4-hydroxyphenyl)-6-hydroxy-7-iodobenzothiophene (131589-65-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 82 percent / TiCl₄ / CH₂Cl₂ / 5.5 h / 20 °C / in the dark

2: 53 percent / BF₃*SMe₂ / CH₂Cl₂ / 6 h / 20 °C / in the dark

3: 92 percent / hydrogen / Pd/Al₂O₃ / ethyl acetate; triethylamine / 3 h / Ambient temperature; in the dark

4: 75 percent / I₂, morpholine / benzene / 20 °C

With morpholine; boron dimethyl-trifluoro sulphide; hydrogen; iodine; titanium tetrachloride; palladium/alumina; In dichloromethane; ethyl acetate; triethylamine; benzene;

DOI:10.1021/jo00009a037

upstream raw materials:

3-(4-Aminobenzoyl)-6-hydroxy-2-(4-hydroxyphenyl)-benzothiophene

4–(1,3-dioxoisoindolin-2-yl)benzoyl chloride

4-azidobenzoic acid

4-azidobenzoyl chloride

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