3-hydroxy-2-formylbenzothiophene

Base Information

• Chemical Name: 3-hydroxy-2-formylbenzothiophene
• CAS No.: 27751-82-2
• Molecular Formula: C9H6 O2 S
• Molecular Weight: 178.211
• Hs Code.: 2934999090
• Mol file: 27751-82-2.mol

Synonyms:3-Hydroxy-2-formylbenzothiophene;3-Hydroxy-2-formylthionaphthene; 3-Hydroxybenzo[b]thiophene-2-carboxaldehyde

Chemical Property of 3-hydroxy-2-formylbenzothiophene

Chemical Property:

• Vapor Pressure: 0.000358mmHg at 25°C
• Boiling Point: 305.5°Cat760mmHg
• Flash Point: 138.5°C
• PSA: 62.60000
• Density: 1.581g/cm³
• LogP: 2.37440

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-hydroxy-2-formylbenzothiophene

There total 14 articles about 3-hydroxy-2-formylbenzothiophene 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: 81.0%

3-methoxy[1]benzothiophene-2-carbaldehyde (14006-51-0) → 3-hydroxybenzo[b]thiophene-2-carbaldehyde (27751-82-2)

Guidance literature:

With boron tribromide; In dichloromethane; at -78 ℃; for 0.333333h; Inert atmosphere;

Reference yield:

3-Bromothianaphthene (7342-82-7) → 3-hydroxybenzo[b]thiophene-2-carbaldehyde (27751-82-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: magnesium / Reflux

1.2: 0 °C

2.1: n-butyllithium / tetrahydrofuran / 1 h / -78 °C

2.2: 1 h / 20 °C

3.1: toluene-4-sulfonic acid / toluene / 5 h / Reflux

With n-butyllithium; toluene-4-sulfonic acid; magnesium; In tetrahydrofuran; toluene;

DOI:10.5012/bkcs.2011.32.3.1063

Reference yield:

3-t-butoxybenzo[b]thiophene (1309670-19-6) → 3-hydroxybenzo[b]thiophene-2-carbaldehyde (27751-82-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-butyllithium / tetrahydrofuran / 1 h / -78 °C

1.2: 1 h / 20 °C

2.1: toluene-4-sulfonic acid / toluene / 5 h / Reflux

With n-butyllithium; toluene-4-sulfonic acid; In tetrahydrofuran; toluene;

DOI:10.5012/bkcs.2011.32.3.1063

upstream raw materials:

2-(2-oxo-ethylsulfanyl)-benzoic acid

acetic anhydride

malic acid

Thiosalicylic acid

Downstream raw materials:

2-[N-(2-fluorophenyl)aminomethylene]benzo[b]thiophen-3(2H)-one

2-[N-(2-iodophenyl)aminomethylene]benzo[b]thiophen-3(2H)-one

2-(N-acetyl-2-acetoxyphenylaminomethylene)-3(2H)-benzothiophenone

2-(2-acetoxyphenylaminomethylene)-3(2H)-benzothiophenone

Refernces

• 1、 Jeong, Yong-Chul,Ahn, Dae-Jun,Lee, Woo-Sun,Lee, Seung-Han,Ahn, Kwang-Hyun. "Synthesis of new chiral ligands based on thiophene derivatives for use in catalytic asymmetric oxidation of sulfides". . p. 1063 - 1066. Retrieved 2012/01/13.