1-(3-bromophenyl)-2,5-dihydro-1H-pyrrole

Base Information

• Chemical Name: 1-(3-bromophenyl)-2,5-dihydro-1H-pyrrole
• CAS No.: 464174-43-4
• Molecular Formula: C10H10BrN
• Molecular Weight: 224.0971
• DSSTox Substance ID: DTXSID90590102
• Wikidata: Q82483772
• Mol file: 464174-43-4.mol

Synonyms:464174-43-4;1-(3-Bromophenyl)-2,5-dihydropyrrole;1-(3-bromophenyl)-2,5-dihydro-1H-pyrrole;1-(3-Bromo-phenyl)-2,5-dihydro-1H-pyrrole;SCHEMBL5226266;DTXSID90590102;ZYJCDQKEWQBYPM-UHFFFAOYSA-N;AKOS017553463;DB-310930

Chemical Property of 1-(3-bromophenyl)-2,5-dihydro-1H-pyrrole

Chemical Property:

• PSA: 3.24000
• LogP: 2.89030
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 222.99966
• Heavy Atom Count: 12
• Complexity: 171

Purity/Quality:

97% ^*data from raw suppliers

1-(3-BROMO-PHENYL)-2,5-DIHYDRO-1H-PYRROLE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1C=CCN1C2=CC(=CC=C2)Br

Technology Process of 1-(3-bromophenyl)-2,5-dihydro-1H-pyrrole

There total 3 articles about 1-(3-bromophenyl)-2,5-dihydro-1H-pyrrole 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: 85.0%

N,N-diallyl-3-bromobenzene amine → 1-(3-bromophenyl)-2,5-dihydropyrrole (464174-43-4)

Guidance literature:

With C₄₃H₄₇Cl₂N₃O₄RuS; In dichloromethane; at 40 ℃; for 1h; Inert atmosphere;

DOI:10.1039/d1ra07428h

Reference yield:

(Z)-but-2-ene-1,4-diyl dimethanesulfonate (1953-56-6,70886-56-5,2303-47-1) + m-Bromoaniline (591-19-5) → 1-(3-bromophenyl)-2,5-dihydropyrrole (464174-43-4)

Guidance literature:

With potassium carbonate; In DMF (N,N-dimethyl-formamide); at 20 ℃;

Reference yield:

m-Bromoaniline (591-19-5) → 1-(3-bromophenyl)-2,5-dihydropyrrole (464174-43-4)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / acetonitrile / 48 h / Inert atmosphere; Reflux

2: C₄₃H₄₇Cl₂N₃O₄RuS / dichloromethane / 1 h / 40 °C / Inert atmosphere

With C₄₃H₄₇Cl₂N₃O₄RuS; potassium carbonate; In dichloromethane; acetonitrile;

DOI:10.1039/d1ra07428h

upstream raw materials:

(Z)-but-2-ene-1,4-diyl dimethanesulfonate

m-Bromoaniline

Downstream raw materials:

1-(3-benzylphenyl)-2,5-dihydropyrrole

Refernces

• 1、 -. "N-ARYL-SUBSTITUTED CYCLIC AMINE DERIVATIVE AND MEDICINE CONTAINING THE SAME AS ACTIVE INGREDIENT". Page 41. . Retrieved 2010/02/05.