1-methyl-4-[(4-methylphenyl)carbonyl]-1H-pyrrole-2-carbaldehyde

Base Information

• Chemical Name: 1-methyl-4-[(4-methylphenyl)carbonyl]-1H-pyrrole-2-carbaldehyde
• CAS No.: 117378-81-1
• Molecular Formula: C14H13NO2
• Molecular Weight: 227.25852
• Hs Code.: 2933990090
• European Community (EC) Number: 692-899-7
• DSSTox Substance ID: DTXSID60455456
• Wikidata: Q82277485
• Mol file: 117378-81-1.mol

Synonyms:117378-81-1;1-methyl-4-[(4-methylphenyl)carbonyl]-1H-pyrrole-2-carbaldehyde;1-methyl-4-(4-methylbenzoyl)pyrrole-2-carbaldehyde;1-Methyl-4-(4-methylbenzoyl)-1H-pyrrole-2-carbaldehyde;1H-Pyrrole-2-carboxaldehyde, 1-methyl-4-(4-methylbenzoyl)-;DTXSID60455456;MFCD21333201;AKOS000345532;AG-0201;J-504939

Chemical Property of 1-methyl-4-[(4-methylphenyl)carbonyl]-1H-pyrrole-2-carbaldehyde

Chemical Property:

• Melting Point: 114-116 °C(Solv: cyclohexane (110-82-7))
• Boiling Point: 418.2±35.0 °C(Predicted)
• PKA: -10.10±0.70(Predicted)
• PSA: 39.07000
• Density: 1.11±0.1 g/cm3(Predicted)
• LogP: 2.37700
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 227.094628657
• Heavy Atom Count: 17
• Complexity: 295

Purity/Quality:

97% ^*data from raw suppliers

1-Methyl-4-[(4-methylphenyl)carbonyl]-1H-pyrrole-2-carbaldehyde 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)C(=O)C2=CN(C(=C2)C=O)C

Technology Process of 1-methyl-4-[(4-methylphenyl)carbonyl]-1H-pyrrole-2-carbaldehyde

There total 4 articles about 1-methyl-4-[(4-methylphenyl)carbonyl]-1H-pyrrole-2-carbaldehyde 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:

N-Methylpyrrole (96-54-8) + 4-methyl-benzoyl chloride (874-60-2) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 1-metil-4-p-metilbenzoil-1H-pirrolo-2-carbossialdeide (117378-81-1)

Guidance literature:

N-Methylpyrrole; N,N-dimethyl-formamide; With oxalyl dichloride; In 1,2-dichloro-ethane; at 0 ℃;

4-methyl-benzoyl chloride; With aluminium trichloride; In 1,2-dichloro-ethane; at 20 ℃;

In 1,2-dichloro-ethane; at 20 ℃; Further stages.;

DOI:10.1021/jm015515v

Reference yield:

N-Methylpyrrole (96-54-8) → 1-metil-4-p-metilbenzoil-1H-pirrolo-2-carbossialdeide (117378-81-1)

Guidance literature:

Multi-step reaction with 2 steps

1: oxalyl chloride / 1,2-dichloro-ethane / 0.25 h / 20 °C

2: AlCl₃ / 1,2-dichloro-ethane / 3 h

With aluminium trichloride; oxalyl dichloride; In 1,2-dichloro-ethane; 1: Vilsmeier-Haack reaction / 2: Friedel-Crafts reaction;

DOI:10.1021/jm021070e

Reference yield:

N-methylpyrrole aldehyde (1192-58-1) + 4-methyl-benzoyl chloride (874-60-2) → 1-metil-4-p-metilbenzoil-1H-pirrolo-2-carbossialdeide (117378-81-1)

Guidance literature:

With aluminium trichloride; In 1,2-dichloro-ethane; for 3h;

DOI:10.1021/jm021070e

upstream raw materials:

N-Methylpyrrole

oxalyl dichloride

4-methyl-benzoyl chloride

N,N-dimethyl-formamide

Downstream raw materials:

3-[1-Methyl-4-(4-methyl-benzoyl)-1H-pyrrol-2-yl]-propionic acid ethyl ester

MC₁₂₉₃

(E)-3-[1-Methyl-4-(4-methyl-benzoyl)-1H-pyrrol-2-yl]-acrylic acid ethyl ester