2-(4-bromophenyl)indolizine

Base Information

• Chemical Name: 2-(4-bromophenyl)indolizine
• CAS No.: 7496-72-2
• Molecular Formula: C14H10 Br N
• Molecular Weight: 272.144
• Mol file: 7496-72-2.mol

Synonyms:2-(4-Bromophenyl)indolizine;2-(4-Bromophenyl)pyrrolo[1,2-a]pyridine; NSC 405317

Chemical Property of 2-(4-bromophenyl)indolizine

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Density: 1.38g/cm³

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-(4-bromophenyl)indolizine

There total 3 articles about 2-(4-bromophenyl)indolizine 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: 86.0%

1-(2-(4-bromophenyl)-2-oxoethyl)-2-methylpyridinium bromide (82746-41-6) → 2-(4'-bromophenyl)indolizine (7496-72-2)

Guidance literature:

With sodium hydrogencarbonate; In water; for 0.333333h; Heating;

DOI:10.1002/jps.2600710519

Reference yield: 46.0%

α-picoline (109-06-8) + para-bromophenacyl bromide (99-73-0,132309-76-3) → 2-(4'-bromophenyl)indolizine (7496-72-2)

Guidance literature:

α-picoline; para-bromophenacyl bromide; In acetone; at 60 ℃; for 5h;

With potassium carbonate; In water; acetone; at 60 ℃; for 5h;

DOI:10.1021/acs.joc.1c00873

Reference yield:

para-bromoacetophenone (99-90-1) → 2-(4'-bromophenyl)indolizine (7496-72-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: toluene-4-sulfonic acid / ethyl acetate / 0.17 h / Inert atmosphere

1.2: 24 h / 25 °C / Inert atmosphere

2.1: acetone / 5 h / 60 °C

2.2: 5 h / 60 °C

With toluene-4-sulfonic acid; In ethyl acetate; acetone;

DOI:10.1021/acs.joc.1c00873

upstream raw materials:

1-(2-(4-bromophenyl)-2-oxoethyl)-2-methylpyridinium bromide

α-picoline

para-bromophenacyl bromide

para-bromoacetophenone

Downstream raw materials:

[2-(4-Bromo-phenyl)-indolizin-3-yl]-(3-chloro-4-hydroxy-phenyl)-methanone

(3-Bromo-4-hydroxy-phenyl)-[2-(4-bromo-phenyl)-indolizin-3-yl]-methanone

[2-(4-Bromo-phenyl)-indolizin-3-yl]-[3-chloro-4-(3-dipropylamino-propoxy)-phenyl]-methanone; compound with oxalic acid

[3-Bromo-4-(3-dibutylamino-propoxy)-phenyl]-[2-(4-bromo-phenyl)-indolizin-3-yl]-methanone; compound with oxalic acid

Refernces

• 1、 Cao, Hua,Lin, Jiatong,Liu, Xiang,Song, Dan,Zhan, Haiying,Zhang, Zemin,Zhuang, Canzhan. "Regioselective C-H dithiocarbamation of indolizines with tetraalkylthiuram disulfide under metal-free conditions". supporting information. p. 5284 - 5288. Retrieved 2021/06/28.
• 2、 Teng, Lili,Liu, Xiang,Guo, Pengfeng,Yu, Yue,Cao, Hua. "Visible-Light-Induced Regioselective Dicarbonylation of Indolizines with Oxoaldehydes via Direct C-H Functionalization". supporting information. p. 3841 - 3845. Retrieved 2020/05/08.