1-(thiophen-2-yl)cyclohexanecarbonitrile

Base Information

• Chemical Name: 1-(thiophen-2-yl)cyclohexanecarbonitrile
• CAS No.: 99856-75-4
• Molecular Formula: C₁₁H₁₃NS
• Molecular Weight: 191.297
• Mol file: 99856-75-4.mol

Synonyms:1-(thiophen-2-yl)cyclohexanecarbonitrile

Chemical Property of 1-(thiophen-2-yl)cyclohexanecarbonitrile

Chemical Property:

Purity/Quality:

1-Thiophen-2-yl-cyclohexanecarbonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(thiophen-2-yl)cyclohexanecarbonitrile

There total 3 articles about 1-(thiophen-2-yl)cyclohexanecarbonitrile 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: 78.0%

2-cyanomethylthiophene (20893-30-5) + 1,5-diiodopentane (628-77-3) → 1-(thiophen-2-yl)cyclohexanecarbonitrile (99856-75-4)

Guidance literature:

2-cyanomethylthiophene; With sodium hydride; In dimethyl sulfoxide; at 20 ℃; for 0.5h; Inert atmosphere;

1,5-diiodopentane; In dimethyl sulfoxide; at 20 ℃; for 2h; Inert atmosphere;

DOI:10.1039/c3cc40643a

Reference yield: 47.1%

2-cyanomethylthiophene (20893-30-5) + 1,5-dibromo-pentane (111-24-0) → 1-(thiophen-2-yl)cyclohexanecarbonitrile (99856-75-4)

Guidance literature:

With sodium hydroxide; at 50 ℃;

DOI:10.1016/j.bmcl.2017.10.055

Reference yield:

→ 1-(thiophen-2-yl)cyclohexanecarbonitrile (99856-75-4)

Guidance literature:

upstream raw materials:

2-cyanomethylthiophene

1,5-dibromo-pentane

1,5-diiodopentane

Downstream raw materials:

9a'-phenyl-7',8',9',9a'-tetrahydro-5'H-spiro[cyclohexane-1,4'-thieno[2,3-g]indolizin]-5'-one

C-(1-thiophen-2-ylcyclohexyl)methylamine

1-Thien-2-yl-cyclohexan-1-carbonsaeureamid

5-(1-thiophen-2-yl-cyclohexyl)-1⁽²⁾H-tetrazole

Refernces

• 1、 Hovhannisyan, Anna A.,Pham, The Hien,Bouvier, Dominique,Tan, Xiao,Touhar, SiAmmar,Mkryan, Gevorg G.,Dallakyan, Ashot M.,El Amri, Chahrazade,Melikyan, Gagik S.,Reboud-Ravaux, Michèle,Bouvier-Durand, Michelle. "Phenoxypropanolamine derivatives as selective inhibitors of the 20S proteasome β1 and β5 subunits". supporting information. p. 5172 - 5178. Retrieved 2017/11/10.
• 2、 Shao, Liming,Hewitt, Michael C.,Wang, Fengjiang,Malcolm, Scott C.,Ma, Jianguo,Campbell, John E.,Campbell, Una C.,Engel, Sharon R.,Spicer, Nancy A.,Hardy, Larry W.,Schreiber, Rudy,Spear, Kerry L.,Varney, Mark A.. "Discovery of N-methyl-1-(1-phenylcyclohexyl)methanamine, a novel triple serotonin, norepinephrine, and dopamine reuptake inhibitor". scheme or table. p. 1438 - 1441. Retrieved 2011/04/16.