2,3-Dibromo-5-benzoylpyrrole

Base Information

• Chemical Name: 2,3-Dibromo-5-benzoylpyrrole
• CAS No.: 50372-61-7
• Molecular Formula: C11H7Br2NO
• Molecular Weight: 328.991
• Hs Code.: 2933990090
• Mol file: 50372-61-7.mol

Synonyms:(4,5-Dibromo-1H-pyrrol-2-yl)(phenyl)methanone;2,3-Dibromo-5-benzoylpyrrole;4,5-Dibromo-2-benzoylpyrrole;

Chemical Property of 2,3-Dibromo-5-benzoylpyrrole

Chemical Property:

• Boiling Point: 430.963 °C at 760 mmHg
• Flash Point: 214.439 °C
• PSA: 32.86000
• Density: 1.846 g/cm³
• LogP: 3.77070
• Storage Temp.: 2-8°C

Purity/Quality:

99.9% ^*data from raw suppliers

(4,5-Dibromo-1H-pyrrol-2-yl)(phenyl)methanone 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 4,5-Dibromo-2-benzoylpyrrole is used in preparation of 2,3-Dibromo-5-benzoyl Pyrrole via amidation of morpholine with Benzoyl Chloride, followed by Friedel-Crafts reaction with pyrrole and substitution with Br2.

Technology Process of 2,3-Dibromo-5-benzoylpyrrole

There total 2 articles about 2,3-Dibromo-5-benzoylpyrrole 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%

phenyl(1H-pyrrol-2-yl)methanone (7697-46-3) → 2,3-dibromo-5-benzoylpyrrole (50372-61-7)

Guidance literature:

With copper(ll) bromide; In acetonitrile; for 48h; Ambient temperature;

Reference yield:

→ 2,3-dibromo-5-benzoylpyrrole (50372-61-7)

Guidance literature:

entspr. Pyrrol, Br2-AcOH;

Reference yield:

2,3-dibromo-5-benzoylpyrrole (50372-61-7) → Ketorolac (74103-06-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) NaH / 1.) DMF, RT, 1 h, 2.) 75-80 deg C, 4 h

2: HCl / 5 h / 0 deg C to RT

4: magnesium oxide, H₂ / 5percent Pd/C / H₂O; methanol / 2 h / 760 Torr / Ambient temperature

With hydrogenchloride; hydrogen; magnesium oxide; sodium hydride; palladium on activated charcoal; In methanol; water;

DOI:10.1021/jo00348a014

upstream raw materials:

phenyl(1H-pyrrol-2-yl)methanone

Downstream raw materials:

C₁₉H₁₆Br₂NO₅^(1-)*Na⁽¹⁺⁾

Ketorolac

5-benzoyl-7-bromo-1,2-dihydro-3H-pyrrolo[1,2-a]pyrrole-1-carboxylic acid

methyl 5-benzoyl-7-bromo-1,2-dihydro-3H-pyrrolo<1,2-a>pyrrole-1-carboxylate

Refernces

• 1、 Franco, Fidencio,Greenhouse, Robert,Muchowski, Joseph M.. "Novel Syntheses of 5-Aroyl-1,2-dihydro-3H-pyrrolopyrrole-1-carboxylic Acids". . p. 1682 - 1688. Retrieved 2007/10/02.
• 2、 Bailey,Johnson,Salvador. "Pyrrole antibacterial agents. I. Compounds related to pyoluteorin". . p. 1298 - 1300. Retrieved 2007/10/08.