Thieno[2,3-b]thiophene-2,5-dicarboxylic acid, 3,4-diphenyl-, diethyl ester

Base Information

• Chemical Name: Thieno[2,3-b]thiophene-2,5-dicarboxylic acid, 3,4-diphenyl-, diethyl ester
• CAS No.: 398117-91-4
• Molecular Formula: C24H20O4S2
• Molecular Weight: 436.552
• Mol file: 398117-91-4.mol

Synonyms:

Chemical Property of Thieno[2,3-b]thiophene-2,5-dicarboxylic acid, 3,4-diphenyl-, diethyl ester

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Thieno[2,3-b]thiophene-2,5-dicarboxylic acid, 3,4-diphenyl-, diethyl ester

There total 2 articles about Thieno[2,3-b]thiophene-2,5-dicarboxylic acid, 3,4-diphenyl-, diethyl ester 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: 83.0%

diazoacetic acid ethyl ester (623-73-4) + 2--1,3-diphenyl-1,3-propanedione (52894-99-2) → diethyl 3,4-diphenylthieno[2,3-b]thiophene-2,5-dicarboxylate (398117-91-4)

Guidance literature:

With copper dichloride; In toluene; acetonitrile; at 60 ℃; for 12h; Inert atmosphere;

DOI:10.1021/acs.joc.9b02982

Reference yield: 65.0%

carbon disulfide (75-15-0,12122-00-8) + ethyl bromoacetate (105-36-2) + 1,3-diphenylpropanedione (120-46-7,61346-73-4) → diethyl 3,4-diphenylthieno[2,3-b]thiophene-2,5-dicarboxylate (398117-91-4)

Guidance literature:

carbon disulfide; 1,3-diphenylpropanedione; With potassium carbonate; In N,N-dimethyl-formamide; for 0.5h;

ethyl bromoacetate; In N,N-dimethyl-formamide; at 0 - 20 ℃;

DOI:10.1002/jhet.5570380521

Reference yield: 95.0%

diethyl 3,4-diphenylthieno[2,3-b]thiophene-2,5-dicarboxylate (398117-91-4) → diethyl 3,4-diphenylthieno[2,3-b]thiophene-2,5-dicarboxylate-1,1-dioxide (1232623-89-0)

Guidance literature:

With water; fluorine; acetonitrile; In dichloromethane; at 0 ℃;

DOI:10.1021/jo100702f

upstream raw materials:

carbon disulfide

ethyl bromoacetate

1,3-diphenylpropanedione

diazoacetic acid ethyl ester

Downstream raw materials:

diethyl 3,4-diphenylthieno[2,3-b]thiophene-2,5-dicarboxylate-1,1-dioxide

Refernces

• 1、 He, Wen-Wen,Yang, Guang-Sheng,Tang, Yu-Jia,Li, Shun-Li,Zhang, Shu-Ran,Su, Zhong-Min,Lan, Ya-Qian. "Phenyl Groups Result in the Highest Benzene Storage and Most Efficient Desulfurization in a Series of Isostructural Metal-Organic Frameworks". supporting information. p. 9784 - 9789. Retrieved 2015/06/30.