842-11-5

Basic information

• Product Name: 1-ethyl-2,5-diphenylpyrrole
• Synonyms: 1-ethyl-2,5-diphenylpyrrole
• CAS NO: 842-11-5
• Molecular Weight: 247.34
• Mol File: 842-11-5.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 1-ethyl-2,5-diphenylpyrrole(CAS DataBase Reference)
• NIST Chemistry Reference: 1-ethyl-2,5-diphenylpyrrole(842-11-5)
• EPA Substance Registry System: 1-ethyl-2,5-diphenylpyrrole(842-11-5)

Safety Data

• Hazardous Substances Data: 842-11-5(Hazardous Substances Data)

Upstream product

• 75-04-7 ethylamine 
• 495-71-6 phenacylacetophenone 
• 6907-72-8 N-ethyl-(1-phenylethylidene)amine 
• 617-92-5 1-ethyl-1H-pyrrole 
• 591-50-4 iodobenzene 

Downstream Products

• 199987-13-8 3,4-Dibromo-1-ethyl-2,5-diphenylpyrrole 

Relevant articles and documents

Phosphine-Free Palladium-Catalyzed Direct Bisarylation of Pyrroles with Aryl Iodides on Water

(Chemical Presented). The Pd-catalyzed bisarylation of pyrroles with aryl iodides on water is described. The reaction proceeds under mild reaction conditions, i.e., relatively low temperature (40 C) and phosphine-free.

Conversion of pyrroles into bi-1,2,5-thiadiazoles: A new route to biheterocycles

Trithiazyl trichloride 1 converts 1,2,5-triphenylpyrrole 5 into its 3,4-dichloro derivative together with the isothiazole imine 6 and the imine hydrolysis product, the ketone 3. The best yield of the isothiazole 6 is obtained in the presence of 4 A molecular sieves (Table 1). Conversion of the pyrrole 5 into the isothiazole 6 is exactly analogous to the reaction of 1 with 2,5-diphenyl-furan and -thiophene. Other N-aryl and the related 2,5-diphenylpyrroles 8 give similar results (Table 2). However, 1-methyl-2,5-diphenylpyrrole 11 reacts with 1 in an entirely different way to give 4,4′-diphenyl-3,3′-bi-1,2,5-thiadiazole 12, in which two thiadiazole rings have been fused onto the pyrrole and the CH3N unit has been excised as HCN. The same product 12 is formed, in similar yields, by reaction of 1 with 1,4-diphenylbuta-1, 3-diyne and 1,4-diphenylbut-1-en-3-yne. Other N-alkyl 2,5-diphenylpyrroles 16 react similarly (Table 3), giving the best yield (70%) of bi-thiadiazole 12 in the presence of 4 A molecular sieves (Table 4). 1-Methyl- and 1-ethyl-3,4-dibromo-2,5-diphenylpyrrole also give 12, together with 3-(benzoyldichloromethyl)-4-phenyl-1,2,5-thiadiazole 21 in high combined yield. The formation of bi-1,2,5-thiadiazole 12 from N-alkylpyrroles represents a new dissection of the pyrrole ring and a new and very short route to an aromatic biheterocyclic system. Mechanisms which rationalise the different pathways observed are proposed for all of these reactions.