2-(Thiophen-2-yl)-2,3-dihydro-1H-naphtho-[1,8-de][1,3,2]diazaborinine

Base Information

• Chemical Name: 2-(Thiophen-2-yl)-2,3-dihydro-1H-naphtho-[1,8-de][1,3,2]diazaborinine
• CAS No.: 1159803-80-1
• Molecular Formula: C₁₄H₁₁BN₂S
• Molecular Weight: 250.132
• Hs Code.: 2932990090
• Mol file: 1159803-80-1.mol

Synonyms:

Chemical Property of 2-(Thiophen-2-yl)-2,3-dihydro-1H-naphtho-[1,8-de][1,3,2]diazaborinine

Chemical Property:

• Boiling Point: 438.6±37.0 °C(Predicted)
• PKA: -3.10±0.20(Predicted)
• Density: 1.29±0.1 g/cm3(Predicted)

Purity/Quality:

97% ^*data from raw suppliers

2-(Thiophen-2-yl)-2,3-dihydro-1H-naphtho[1,8-de][1,3,2]diazaborinine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(Thiophen-2-yl)-2,3-dihydro-1H-naphtho-[1,8-de][1,3,2]diazaborinine

There total 5 articles about 2-(Thiophen-2-yl)-2,3-dihydro-1H-naphtho-[1,8-de][1,3,2]diazaborinine 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: 94.0%

Thien-3-ylboronic acid (6165-69-1) + naphthalene-1,8-diamine (479-27-6) → 2-(thiophen-2-yl)-2,3-dihydro-1H-naphtho[1,8-de][1,3,2]diazaborinine (1159803-80-1)

Guidance literature:

In water; at 60 ℃; for 2h; Green chemistry;

DOI:10.1016/j.tet.2021.132205

Reference yield: 84.0%

2-bromothiophene (1003-09-4) + 2,3-dihydro-1H-naphtho[1,8-de][1,3,2]diazaborinine (5656-71-3) → 2-(thiophen-2-yl)-2,3-dihydro-1H-naphtho[1,8-de][1,3,2]diazaborinine (1159803-80-1)

Guidance literature:

2-bromothiophene; With iodine; magnesium; In tetrahydrofuran; for 2h; Schlenk technique; Inert atmosphere; Reflux;

2,3-dihydro-1H-naphtho[1,8-de][1,3,2]diazaborinine; In tetrahydrofuran; at 20 ℃; for 3h; Schlenk technique; Inert atmosphere;

DOI:10.1039/d0cc02560g

Reference yield: 77.0%

thiophene (188290-36-0,8014-23-1,25233-34-5) + 2,3-dihydro-1H-naphtho[1,8-de][1,3,2]diazaborinine (5656-71-3) → 2-(thiophen-2-yl)-2,3-dihydro-1H-naphtho[1,8-de][1,3,2]diazaborinine (1159803-80-1)

Guidance literature:

With (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; 1,2-bis-(diphenylphosphino)ethane; at 80 ℃; for 24h;

DOI:10.1016/j.jorganchem.2008.11.068

upstream raw materials:

thiophene

2,3-dihydro-1H-naphtho[1,8-de][1,3,2]diazaborinine

2-thienyl chloride

2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,3-dihydro-1H-naphtho[1,8-de][1,3,2]diazaborinine