Carbazole-1-acetic acid

Base Information

• Chemical Name: Carbazole-1-acetic acid
• CAS No.: 131023-43-3
• Molecular Formula: C14H11 N O2
• Molecular Weight: 225.247
• European Community (EC) Number: 832-543-1
• DSSTox Substance ID: DTXSID30156842
• Nikkaji Number: J403.984J
• Wikidata: Q83024955
• Mol file: 131023-43-3.mol

Synonyms:carbazole-1-acetic acid

Chemical Property of Carbazole-1-acetic acid

Chemical Property:

• Vapor Pressure: 1.34E-10mmHg at 25°C
• Boiling Point: 494.6°Cat760mmHg
• Flash Point: 252.9°C
• PSA: 53.09000
• Density: 1.378g/cm³
• LogP: 2.94820
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 225.078978594
• Heavy Atom Count: 17
• Complexity: 305

Purity/Quality:

2-?(9H-?Carbazol-?1-?yl)?aceticAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C3=CC=CC(=C3N2)CC(=O)O
• Uses: 2-?(9H-?Carbazol-?1-?yl)?acetic Acid is an impurity of Diclofenac (D436450), a nonsteroidal anti-inflammatory compound an decycloxygenase (COX) inhibitor Aceclofenac EP Impurity A

Technology Process of Carbazole-1-acetic acid

There total 8 articles about Carbazole-1-acetic 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: 78.0%

C20H17N3O2 → carbazole-1-acetic acid (131023-43-3)

Guidance literature:

With sodium ethanolate; In ethanol; dimethyl sulfoxide; at 100 ℃; for 3h; Inert atmosphere;

DOI:10.1002/chem.201405077

Reference yield:

diclofenac sodium (15307-79-6) → 1-(2,6-dichlorophenyl)indolin-2-one (15362-40-0) + carbazole-1-acetic acid (131023-43-3) + 2-[2-(phenylamino)phenyl]acetic acid (70172-33-7) + C13H7Cl2NO2 + 4',5-Dihydroxydiclofenac (69002-86-4) + (8-hydroxy-9H-carbazol-1-yl)acetic acid

Guidance literature:

With peracetic acid; In aq. phosphate buffer; pH=8.5; Reagent/catalyst; pH-value; Kinetics; UV-irradiation;

DOI:10.1039/d0ra00363h

Reference yield:

9-(pyrimidin-2-yl)-9H-carbazole → carbazole-1-acetic acid (131023-43-3)

Guidance literature:

Multi-step reaction with 2 steps

1: bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]; silver hexafluoroantimonate / 6 h / 100 °C

2: sodium ethanolate / dimethyl sulfoxide; ethanol / 3 h / 100 °C / Inert atmosphere

With silver hexafluoroantimonate; bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]; sodium ethanolate; In ethanol; dimethyl sulfoxide;

DOI:10.1002/chem.201405077

upstream raw materials:

carbazol-1-yl-acetic acid amide

1-(9H-carbazol-1-yl)ethan-1-one

carbazole-1-carbonyl chloride

9H-carbazole-1-carboxylic acid

Refernces

• 1、 Fu, Yongsheng,Liu, Yiqing,Zhang, Li. "Degradation kinetics and mechanism of diclofenac by UV/peracetic acid". . p. 9907 - 9916. Retrieved 2020.