4-(4-methylphenyl)-1H-pyrrole-3-carboxylic Acid

Base Information

• Chemical Name: 4-(4-methylphenyl)-1H-pyrrole-3-carboxylic Acid
• CAS No.: 191668-22-1
• Molecular Formula: C12H11 N O2
• Molecular Weight: 201.225
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID00443392
• Wikidata: Q82261169
• Mol file: 191668-22-1.mol

Synonyms:4-(4-methylphenyl)-1H-pyrrole-3-carboxylic Acid;191668-22-1;4-(p-Tolyl)-1H-pyrrole-3-carboxylic acid;DTXSID00443392;MFCD08751331;AKOS000368883;SB63409;4-p-Tolyl-1H-pyrrole-3-carboxylic acid;TS-02860;4-(p-Tolyl)-1H-pyrrole-3-carboxylicacid;CS-0324079;4-(4-METHYLPHENYL)-1H-PYRROLE-3-CARBOXYLICACID

Chemical Property of 4-(4-methylphenyl)-1H-pyrrole-3-carboxylic Acid

Chemical Property:

• PSA: 53.09000
• LogP: 2.68830
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 201.078978594
• Heavy Atom Count: 15
• Complexity: 234

Purity/Quality:

99%min ^*data from raw suppliers

4-(4-Methylphenyl)-1H-pyrrole-3-carboxylic acid 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)C2=CNC=C2C(=O)O

Technology Process of 4-(4-methylphenyl)-1H-pyrrole-3-carboxylic Acid

There total 3 articles about 4-(4-methylphenyl)-1H-pyrrole-3-carboxylic Acid 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:

ethyl (E)-3-(4-methylphenyl)acrylate (97585-04-1,20511-20-0,24393-49-5) → 4-p-Tolyl-1H-pyrrole-3-carboxylic acid (191668-22-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 59 percent / 60 percent sodium hydride in oil / dimethylsulfoxide; diethyl ether / 0.67 h / 20 °C

2: 61 percent / aq. sodium hydroxide / aq. ethanol / 1.5 h / Heating

With sodium hydroxide; sodium hydride; In diethyl ether; ethanol; dimethyl sulfoxide; 1: Cycloaddition / 2: Hydrolysis;

Reference yield:

4-p-Tolyl-1H-pyrrole-3-carboxylic acid methyl ester (188524-66-5) → 4-p-Tolyl-1H-pyrrole-3-carboxylic acid (191668-22-1)

Guidance literature:

With potassium hydroxide; In methanol; water; for 3h; Heating;

DOI:10.1021/jo961981u

Reference yield:

3-p-tolyl-acrylic acid methyl ester (20754-20-5) → 4-p-Tolyl-1H-pyrrole-3-carboxylic acid (191668-22-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 64 percent / NaH / diethyl ether; dimethylsulfoxide / 1 h / Heating

2: KOH / H₂O; methanol / 3 h / Heating

With potassium hydroxide; sodium hydride; In methanol; diethyl ether; water; dimethyl sulfoxide;

DOI:10.1021/jo961981u

upstream raw materials:

4-p-Tolyl-1H-pyrrole-3-carboxylic acid methyl ester

ethyl (E)-3-(4-methylphenyl)acrylate

3-p-tolyl-acrylic acid methyl ester

Downstream raw materials:

3-(4-methylphenyl)pyrrole

4-p-tolyl-1H-pyrrole-3-carboxylic acid methyl-naphthalen-1-ylmethyl-amide

Refernces

• 1、 Di Santo, Roberto,Costi, Roberta,Artico, Marino,Massa, Silvio,Musiu, Chiara,Milia, Carlo,Putzolu, Monica,La Colla, Paolo. "N-(1-naphthylmethyl)-N-(1-alkyl-4-aryl-1H-pyrrol-3-yl methyl)methylamines related to naftifine. Synthesis and antifungal activity". . p. 98 - 108. Retrieved 2007/10/03.