1-(6-Chloro-9H-carbazol-2-YL)ethanone

Base Information

• Chemical Name: 1-(6-Chloro-9H-carbazol-2-YL)ethanone
• CAS No.: 92841-22-0
• Molecular Formula: C14H10ClNO
• Molecular Weight: 243.692
• Hs Code.: 2933990090
• UNII: K4QG935E2R
• DSSTox Substance ID: DTXSID90239160
• Nikkaji Number: J1.899.666I
• Wikidata: Q27281959
• Mol file: 92841-22-0.mol

Synonyms:92841-22-0;1-(6-CHLORO-9H-CARBAZOL-2-YL)ETHANONE;2-Acetyl-6-chlorocarbazole;1-(6-Chloro-9H-carbazol-2-yl)ethanone (Carprofen Impurity);Ethanone, 1-(6-chloro-9H-carbazol-2-yl)-;K4QG935E2R;1-(6-CHLORO-9H-CARBAZOL-2-YL)ETHAN-1-ONE;UNII-K4QG935E2R;Carprofen for veterinary use impurity D [EP];SCHEMBL10888116;DTXSID90239160;Q27281959;CARPROFEN FOR VETERINARY USE IMPURITY D [EP IMPURITY]

Chemical Property of 1-(6-Chloro-9H-carbazol-2-YL)ethanone

Chemical Property:

• Vapor Pressure: 2.12E-08mmHg at 25°C
• Boiling Point: 453.1oC at 760 mmHg
• Flash Point: 227.8oC
• PSA: 32.86000
• Density: 1.357g/cm3
• LogP: 4.17710
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 243.0450916
• Heavy Atom Count: 17
• Complexity: 319

Purity/Quality:

99% ^*data from raw suppliers

1-(6-Chloro-9H-carbazol-2-yl)ethanone(CarprofenImpurity) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1=CC2=C(C=C1)C3=C(N2)C=CC(=C3)Cl
• Uses: 1-(6-Chloro-9H-carbazol-2-yl)ethanone (Carprofen Impurity) is an impurity/intermediate of Carprofen. Carprofen is used as an NSAID for dogs with joint pain, arthritis. An impurity/intermediate of Carprofen. (Carprofen is used as an NSAID for dogs with joint pain, arthritis)

Technology Process of 1-(6-Chloro-9H-carbazol-2-YL)ethanone

There total 5 articles about 1-(6-Chloro-9H-carbazol-2-YL)ethanone 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: 92.0%

6-chloro-2,9-diacetylcarbazole (99203-07-3) → 1-(6-chloro-9H-carbazol-2-yl)ethanone (92841-22-0)

Guidance literature:

With sodium hydroxide; In ethanol; water; for 1.25h; Heating;

Reference yield: 55.0%

2-bromomethyl-1,3-dioxolane (4360-63-8) + acetylacetaldehyde dimethyl acetal (5436-21-5) + 5-chloro-1H-indole (17422-32-1) → 1-(6-chloro-9H-carbazol-2-yl)ethanone (92841-22-0)

Guidance literature:

With bismuth(lll) trifluoromethanesulfonate; In acetonitrile; at 80 ℃; for 6h;

DOI:10.1021/acs.orglett.8b01707

Reference yield:

1-(2-acetylcarbazol-9-yl)ethanone (23592-73-6) → 1-(6-chloro-9H-carbazol-2-yl)ethanone (92841-22-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 71 percent / trichloroisocyanuric acid / dimethylformamide / 5.5 h / Ambient temperature

2: 92 percent / NaOH / ethanol; H₂O / 1.25 h / Heating

With sodium hydroxide; trichloroisocyanuric acid; In ethanol; water; N,N-dimethyl-formamide;

upstream raw materials:

2-acetylcarbazole

6-chloro-2,9-diacetylcarbazole

1-(2-acetylcarbazol-9-yl)ethanone

9H-carbazole

Downstream raw materials:

2-(6-chloro-carbazol-2-yl)-propionic acid