1-(4-chlorophenyl)-2,5-dimethyl-1H-pyrrole-3-carbaldehyde

Base Information

• Chemical Name: 1-(4-chlorophenyl)-2,5-dimethyl-1H-pyrrole-3-carbaldehyde
• CAS No.: 20461-26-1
• Molecular Formula: C13H12 Cl N O
• Molecular Weight: 233.697
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID50382904
• Nikkaji Number: J418.927B
• Wikidata: Q82174376
• Mol file: 20461-26-1.mol

Synonyms:1-(4-chlorophenyl)-2,5-dimethyl-1H-pyrrole-3-carbaldehyde;20461-26-1;1-(4-chlorophenyl)-2,5-dimethylpyrrole-3-carbaldehyde;1-(4-Chloro-phenyl)-2,5-dimethyl-1H-pyrrole-3-carbaldehyde;CBMicro_001498;Cambridge id 5968430;SCHEMBL21225472;DTXSID50382904;SMSF0010289;BBL023151;MFCD02212595;STL286540;AKOS000113282;CB02909;MS-0945;SB62745;BIM-0001404.P001;CS-0117217;EN300-01000;A910715;SR-01000224512;SR-01000224512-1;Z56813267

Chemical Property of 1-(4-chlorophenyl)-2,5-dimethyl-1H-pyrrole-3-carbaldehyde

Chemical Property:

• Vapor Pressure: 1.43E-05mmHg at 25°C
• Boiling Point: 366.7°C at 760 mmHg
• PKA: -6.13±0.70(Predicted)
• Flash Point: 175.6°C
• PSA: 22.00000
• Density: 1.16g/cm³
• LogP: 3.56000
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 233.0607417
• Heavy Atom Count: 16
• Complexity: 250

Purity/Quality:

NLT 98% ^*data from raw suppliers

1-(4-Chlorophenyl)-2,5-dimethyl-1H-pyrrole-3-carbaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=C(N1C2=CC=C(C=C2)Cl)C)C=O

Technology Process of 1-(4-chlorophenyl)-2,5-dimethyl-1H-pyrrole-3-carbaldehyde

There total 4 articles about 1-(4-chlorophenyl)-2,5-dimethyl-1H-pyrrole-3-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: 95.0%

1-(4-chlorophenyl)-2,5-dimethyl-1H-pyrrole (5044-23-5) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 1-(4-chlorophenyl)-2, 5-dimethyl-1H-pyrrole-3-carbaldehyde (20461-26-1)

Guidance literature:

N,N-dimethyl-formamide; With trichlorophosphate; at 20 ℃; for 0.25h; Inert atmosphere;

1-(4-chlorophenyl)-2,5-dimethyl-1H-pyrrole; at 100 ℃; for 3h; Inert atmosphere;

DOI:10.1021/jm400009c

Reference yield:

4-chloro-aniline (106-47-8) → 1-(4-chlorophenyl)-2, 5-dimethyl-1H-pyrrole-3-carbaldehyde (20461-26-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: toluene-4-sulfonic acid; silica gel / neat (no solvent) / 180 °C / Microwave irradiation

2.1: trichlorophosphate / 0.25 h / 20 °C / Inert atmosphere

2.2: 3 h / 100 °C / Inert atmosphere

With silica gel; toluene-4-sulfonic acid; trichlorophosphate; In neat (no solvent); 1.1: |Paal-Knorr Pyrrole Synthesis / 2.2: |Vilsmeier-Haack Formylation;

DOI:10.1021/jm400009c

Reference yield:

2,5-hexanedione (110-13-4) → 1-(4-chlorophenyl)-2, 5-dimethyl-1H-pyrrole-3-carbaldehyde (20461-26-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: toluene-4-sulfonic acid; silica gel / neat (no solvent) / 180 °C / Microwave irradiation

2.1: trichlorophosphate / 0.25 h / 20 °C / Inert atmosphere

2.2: 3 h / 100 °C / Inert atmosphere

With silica gel; toluene-4-sulfonic acid; trichlorophosphate; In neat (no solvent); 1.1: |Paal-Knorr Pyrrole Synthesis / 2.2: |Vilsmeier-Haack Formylation;

DOI:10.1021/jm400009c

upstream raw materials:

1-(4-chlorophenyl)-2,5-dimethyl-1H-pyrrole

N,N-dimethyl-formamide

2,5-hexanedione

4-chloro-aniline

Refernces

• 1、 Hoppe, Heinrich C.,Isaacs, Michelle,Khanye, Setshaba D.,Kruger, Cuan,Oderinlo, Ogunyemi O.,Smith, Vincent J.,Veale, Clinton G. L.,Zulu, Ayanda I.. "Synthesis, structure and in vitro anti-trypanosomal activity of non-toxic arylpyrrole-based chalcone derivatives". supporting information. . Retrieved 2020/04/10.
• 2、 -. "ANDROGEN RECEPTOR ANTAGONISTS". Paragraph 0214-0215. . Retrieved 2019/08/26.