2-Hydroxy-5-(2-thienyl)benzaldehyde

Base Information

• Chemical Name: 2-Hydroxy-5-(2-thienyl)benzaldehyde
• CAS No.: 215023-65-7
• Molecular Formula: C11H8O2S
• Molecular Weight: 204.249
• DSSTox Substance ID: DTXSID50356680
• Nikkaji Number: J2.899.070G
• Wikidata: Q82136195
• ChEMBL ID: CHEMBL3660312
• Mol file: 215023-65-7.mol

Synonyms:2-Hydroxy-5-(2-thienyl)benzaldehyde;2-hydroxy-5-thiophen-2-ylbenzaldehyde;215023-65-7;US8614253, 43-4;5-(2-Thienyl)salicylaldehyde;SCHEMBL2762231;CHEMBL3660312;DTXSID50356680;JDXKZIUDWWNBDM-UHFFFAOYSA-N;BDBM110975;2-hydroxy-5-thien-2-yl-benzaldehyde;AKOS000124584;BB 0223173;US8614253, .3-6

Chemical Property of 2-Hydroxy-5-(2-thienyl)benzaldehyde

Chemical Property:

• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 204.02450067
• Heavy Atom Count: 14
• Complexity: 208

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CSC(=C1)C2=CC(=C(C=C2)O)C=O

Technology Process of 2-Hydroxy-5-(2-thienyl)benzaldehyde

There total 2 articles about 2-Hydroxy-5-(2-thienyl)benzaldehyde 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%

thiophene boronic acid (6165-68-0) + 5-bromosalicyclaldehyde (1761-61-1) → 2-hydroxy-5-(thiophen-2-yl)benzaldehyde (215023-65-7)

Guidance literature:

With potassium phosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,2-dimethoxyethane; water; at 65 ℃; for 8h; Sealed tube; Inert atmosphere;

DOI:10.1021/acs.orglett.6b03355

Reference yield: 53.0%

tributyl(thien-2-yl)stannane (54663-78-4) + 5-bromosalicyclaldehyde (1761-61-1) → 2-hydroxy-5-(thiophen-2-yl)benzaldehyde (215023-65-7)

Guidance literature:

With trans-bis(triphenylphosphine)palladium dichloride; In N,N-dimethyl-formamide; at 80 ℃; for 16h; Inert atmosphere;

DOI:10.1016/j.molstruc.2018.05.021

Reference yield: 97.93%

2-hydroxy-5-(thiophen-2-yl)benzaldehyde (215023-65-7) + m-Hydroxyaniline (591-27-5) → (E)-2-(((3-hydroxyphenyl)imino)methyl)-4-(thiophen-2-yl)phenol

Guidance literature:

In ethanol; at 90 ℃; for 0.25h; under 2068.65 - 2585.81 Torr; Sealed tube; Microwave irradiation;

DOI:10.1016/j.saa.2020.118761

upstream raw materials:

thiophene boronic acid

5-bromosalicyclaldehyde

tributyl(thien-2-yl)stannane

Downstream raw materials:

2-isopropoxy-5-thiophen-2-yl-benzaldehyde

2-(2-formyl-4-thiophen-2-yl-phenoxy)-2-methyl-propionic acid ethyl ester