3-(5-formylthiophen-3-yl)benzonitrile

Base Information

• Chemical Name: 3-(5-formylthiophen-3-yl)benzonitrile
• CAS No.: 893737-05-8
• Molecular Formula: C₁₂H₇NOS
• Molecular Weight: 213.26
• Mol file: 893737-05-8.mol

Synonyms:3-(5-formylthiophen-3-yl)benzonitrile

Chemical Property of 3-(5-formylthiophen-3-yl)benzonitrile

Chemical Property:

Purity/Quality:

95+% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(5-formylthiophen-3-yl)benzonitrile

There total 3 articles about 3-(5-formylthiophen-3-yl)benzonitrile 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: 87.0%

4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolane-2-yl)thiophene-2-carbaldehyde (881381-12-0) + 3-cyanobromobenzene (6952-59-6) → 3-(5-formylthiophen-3-yl)benzonitrile (893737-05-8)

Guidance literature:

4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolane-2-yl)thiophene-2-carbaldehyde; 3-cyanobromobenzene; With triethylamine; In water; at 23 - 25 ℃; for 0.166667h; Inert atmosphere;

With 3-(t-butyl)-4-(2,6-dimethoxyphenyl)-2-(2,4,6-triisopropylbenzyl)-2,3dihydrobenzo[d][1,3]oxaphosphole; palladium diacetate; In water; toluene; at 25 - 50 ℃; for 27h; Inert atmosphere;

DOI:10.1002/anie.201510570

Reference yield: 82.0%

potassium (5-formylthiophen-3-yl)trifluoroborate + 3-cyanobromobenzene (6952-59-6) → 3-(5-formylthiophen-3-yl)benzonitrile (893737-05-8)

Guidance literature:

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; potassium phosphate monohydrate; methylmagnesium chloride; at 45 ℃; for 34h;

DOI:10.1126/science.aac6936

Reference yield: 60.0%

→ 3-(5-formylthiophen-3-yl)benzonitrile (893737-05-8)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; caesium carbonate; In 1,2-dimethoxyethane; ethanol; water; at 100 ℃; for 1h;

upstream raw materials:

3-cyanobromobenzene

4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolane-2-yl)thiophene-2-carbaldehyde

Refernces

• 1、 Handa, Sachin,Wang, Ye,Gallou, Fabrice,Lipshutz, Bruce H.. "Sustainable Fe-ppm Pd nanoparticle catalysis of Suzuki-Miyaura cross-couplings in water". . p. 1087 - 1091. Retrieved 2015/09/21.