ethyl 4-(2,5-dimethyl-1H-pyrrol-1-yl)benzoate

Base Information

• Chemical Name: ethyl 4-(2,5-dimethyl-1H-pyrrol-1-yl)benzoate
• CAS No.: 5159-70-6
• Molecular Formula: C15H17 N O2
• Molecular Weight: 243.305
• Hs Code.: 2933990090
• European Community (EC) Number: 666-753-8
• DSSTox Substance ID: DTXSID10351510
• Wikidata: Q82127974
• ChEMBL ID: CHEMBL1549526
• Mol file: 5159-70-6.mol

Synonyms:ethyl 4-(2,5-dimethyl-1H-pyrrol-1-yl)benzoate;5159-70-6;ethyl 4-(2,5-dimethylpyrrol-1-yl)benzoate;ethyl 4-(2,5-dimethyl-1h-pyrrol-1-yl)benzenecarboxylate;Ethyl 4-(2,5-dimethyl-1H-pyrrol-1-yl)-benzenecarboxylate;MLS000681501;SMR000269168;4-(2,5-Dimethylpyrrol-1-yl)benzoic acid ethyl ester;Maybridge1_006794;cid_702059;OSM-S-40;SCHEMBL8597363;CHEMBL1549526;BDBM52512;HMS560M18;DTXSID10351510;FIQJDBIRRVQTJN-UHFFFAOYSA-N;HMS2583F21;MFCD00022462;STK197424;AKOS000285564;CCG-247407;SB62396;CS-0118718;FT-0626041;EN300-110708;1-(4-ethoxycarbonylphenyl)-2,5-dimethylpyrrole;8R-0002;A871224;J-520915;4-(2,5-dimethyl-1-pyrrolyl)benzoic acid ethyl ester;Z54463067;2,5-DIMETHYL-1-(4-ETHOXYCARBONYLPHENYL)PYRROLE;ETHYL4-(2,5-DIMETHYL-1H-PYRROL-1-YL)BENZENECARBOXYLATE

Chemical Property of ethyl 4-(2,5-dimethyl-1H-pyrrol-1-yl)benzoate

Chemical Property:

• Vapor Pressure: 1.5E-05mmHg at 25°C
• Melting Point: 90-92°C
• Boiling Point: 366.1°Cat760mmHg
• Flash Point: 175.2°C
• PSA: 31.23000
• Density: 1.06g/cm³
• LogP: 3.27080
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 243.125928785
• Heavy Atom Count: 18
• Complexity: 274

Purity/Quality:

98%min ^*data from raw suppliers

2,5-DIMETHYL-1-(4-ETHOXYCARBONYLPHENYL)PYRROLE Aldrich ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CC=C(C=C1)N2C(=CC=C2C)C

Technology Process of ethyl 4-(2,5-dimethyl-1H-pyrrol-1-yl)benzoate

There total 5 articles about ethyl 4-(2,5-dimethyl-1H-pyrrol-1-yl)benzoate 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: 69.0%

ethyl 4-nitrobenzoate (99-77-4) + 2,5-hexanedione (110-13-4) → ethyl 4-(2,5-dimethyl-1H-pyrrol-1-yl)benzoate (5159-70-6)

Guidance literature:

With formic acid; triethylamine; In neat (no solvent); at 100 ℃; for 18h; under 7500.75 Torr; Autoclave; Inert atmosphere; Green chemistry;

DOI:10.1002/anie.202007613

Reference yield: 65.0%

2,5-hexanedione (110-13-4) + p-aminoethylbenzoate (94-09-7) → ethyl 4-(2,5-dimethyl-1H-pyrrol-1-yl)benzoate (5159-70-6)

Guidance literature:

With acetic acid; for 1h; Reflux;

DOI:10.1007/s00044-012-0112-0 DOI:10.1007/s00044-013-0709-y

Reference yield:

4-(2,5-dimethyl-1H-pyrrol-1-yl)benzoic acid (15898-26-7) + ethanol (64-17-5) → ethyl 4-(2,5-dimethyl-1H-pyrrol-1-yl)benzoate (5159-70-6)

Guidance literature:

With hydrogenchloride; Reflux;

DOI:10.1016/j.ejmech.2013.11.004

upstream raw materials:

benzocaine hydrochloride

2,5-hexanedione

p-aminoethylbenzoate

4-(2,5-dimethyl-1H-pyrrol-1-yl)benzoic acid

Downstream raw materials:

5-[4-(2,5-dimethylpyrrol-1-yl)phenyl]-1,3,4-oxadiazole-2-thiol

Refernces

• 1、 Joshi, Shrinivas D.,Vinayak,Prem Kumar,Dixit, Sheshagiri R.. "Synthesis and antitubercular activity of some N'-substituted benzoyl-4-(2,5dimethyl-1H-pyrrolyl) benzohydrazide Derivatives". . p. 195 - 200. Retrieved 2018/09/14.
• 2、 Joshi, Shrinivas D.,More, Uttam A.,Dixit, Sheshagiri R.,Korat, Haresh H.,Aminabhavi, Tejraj M.,Badiger, Aravind M.. "Synthesis, characterization, biological activity, and 3D-QSAR studies on some novel class of pyrrole derivatives as antitubercular agents". . p. 1123 - 1147. Retrieved 2014/03/21.