10,11-dihydrodibenzo[b,f]thiepine

Base Information

• Chemical Name: 10,11-dihydrodibenzo[b,f]thiepine
• CAS No.: 1526-91-6
• Molecular Formula: C₁₄H₁₂S
• Molecular Weight: 212.315
• Mol file: 1526-91-6.mol

Synonyms:

Chemical Property of 10,11-dihydrodibenzo[b,f]thiepine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 10,11-dihydrodibenzo[b,f]thiepine

There total 4 articles about 10,11-dihydrodibenzo[b,f]thiepine 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: 61.0%

10,11-dihydrodibenzo[b,f]iodepin-5-ium trifluoromethanesulfonate → 10,11-dihydro-dibenzo[b,f]thiepine (1526-91-6)

Guidance literature:

With sulfur; caesium carbonate; In dimethyl sulfoxide; at 80 ℃; for 2h; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.orglett.6b03078

Reference yield: 2.6%

1,2-bis(2-bromophenyl)ethane (59485-34-6) → 10,11-dihydro-dibenzo[b,f]thiepine (1526-91-6)

Guidance literature:

1,2-bis(2-bromophenyl)ethane; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 0.5h;

In tetrahydrofuran; at -78 - 20 ℃; Further stages.;

DOI:10.1039/b516606c

Reference yield:

1-Bromo-2-bromomethyl-benzene (3433-80-5) → 10,11-dihydro-dibenzo[b,f]thiepine (1526-91-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 91.1 percent / n-BuLi / tetrahydrofuran / 1 h / -78 °C

2.1: n-BuLi / tetrahydrofuran / 0.5 h / -78 °C

2.2: 2.6 percent / sulfur diimidazole / tetrahydrofuran / -78 - 20 °C

With n-butyllithium; In tetrahydrofuran;

DOI:10.1039/b516606c

upstream raw materials:

1,2-bis(2-bromophenyl)ethane

1-Bromo-2-bromomethyl-benzene

Refernces

• 1、 Wang, Ming,Fan, Qiaoling,Jiang, Xuefeng. "Transition-Metal-Free Diarylannulated Sulfide and Selenide Construction via Radical/Anion-Mediated Sulfur-Iodine and Selenium-Iodine Exchange". supporting information. p. 5756 - 5759. Retrieved 2016/11/17.
• 2、 Wyatt, Paul,Hudson, Andrew,Charmant, Jonathan,Orpen, A. Guy,Phetmung, Hirihattaya. "Synthesis and chemistry of enantiomerically pure 10,11-dihydrodibenzo[b,f] thiepines". . p. 2218 - 2232. Retrieved 2008/02/04.