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

Base Information

• Chemical Name: 3-(4-Aminobenzoyl)-6-hydroxy-2-(4-hydroxyphenyl)-benzothiophene
• CAS No.: 133295-94-0
• Molecular Formula: C₂₁H₁₅NO₃S
• Molecular Weight: 361.421
• Mol file: 133295-94-0.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

There total 10 articles about 3-(4-Aminobenzoyl)-6-hydroxy-2-(4-hydroxyphenyl)-benzothiophene 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: 92.0%

3-(4-Azidobenzoyl)-6-hydroxy-2-(4-hydroxyphenyl)-benzothiophene (131589-60-1) → 3-(4-Aminobenzoyl)-6-hydroxy-2-(4-hydroxyphenyl)-benzothiophene (133295-94-0)

Guidance literature:

With hydrogen; palladium/alumina; In ethyl acetate; triethylamine; for 3h; Ambient temperature; in the dark;

DOI:10.1021/jo00009a037

Reference yield: 87.0%

3-(4-Aminobenzoyl)-6-methoxy-2-(4-methoxyphenyl)-benzothiophene (133295-93-9) → 3-(4-Aminobenzoyl)-6-hydroxy-2-(4-hydroxyphenyl)-benzothiophene (133295-94-0)

Guidance literature:

With boron dimethyl-trifluoro sulphide; In dichloromethane; for 0.5h; Heating;

DOI:10.1021/jo00009a037

Reference yield:

4-amino-benzoic acid (150-13-0,159246-81-8,8014-65-1) → 3-(4-Aminobenzoyl)-6-hydroxy-2-(4-hydroxyphenyl)-benzothiophene (133295-94-0)

Guidance literature:

Multi-step reaction with 5 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

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

DOI:10.1021/jo00009a037

upstream raw materials:

3-(4-Aminobenzoyl)-6-methoxy-2-(4-methoxyphenyl)-benzothiophene

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

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

4-azidobenzoic acid

Downstream raw materials:

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

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