Methyl 3-carbazolecarboxylate

Base Information

• Chemical Name: Methyl 3-carbazolecarboxylate
• CAS No.: 97931-41-4
• Molecular Formula: C14H11NO2
• Molecular Weight: 225.24300
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID701306696
• Nikkaji Number: J373.444G
• Wikidata: Q105160203
• Metabolomics Workbench ID: 44032
• ChEMBL ID: CHEMBL446253
• Mol file: 97931-41-4.mol

Synonyms:carbazole-3-carboxylic acid methyl ester;9H-carbazole-3-carboxylic acid methyl ester;fluorene-9-carboxylic acid methyl ester;3-methoxycarbonylcarbazole;9-carbomethoxyfluorene;Carbazol-3-carbonsaeure-methylester;Fluoren-9-carbonsaeure-methylester;methyl carbazole-3-carboxylate;methyl 9-fluorene-9-carboxylate;9-methoxycarbonylfluorene;9H-fluorene-9-carboxylic acid methyl ester;

Chemical Property of Methyl 3-carbazolecarboxylate

Chemical Property:

• PSA: 42.09000
• LogP: 3.10770
• Storage Temp.: 2-8°C
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 225.078978594
• Heavy Atom Count: 17
• Complexity: 305

Purity/Quality:

98%Min ^*data from raw suppliers

Methyl3-carbazolecarboxylate ≥98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CC2=C(C=C1)NC3=CC=CC=C32

Technology Process of Methyl 3-carbazolecarboxylate

There total 3 articles about Methyl 3-carbazolecarboxylate 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: 45.0%

propynoic acid methyl ester (922-67-8) + N-(carbobenzyloxy)-2-[(E)-2-(phenylthio)ethenyl]indole (522614-60-4) → 3-methoxycarbonylcarbazole (97931-41-4) + methyl N-(carbobenzyloxy)carbazole-3-carboxylate (522614-63-7)

Guidance literature:

With methylaluminum dichloride; In toluene; at 20 ℃; for 0.333333h;

DOI:10.1021/jo0268714

Reference yield:

3-(1-benzenesulfonyl-2-methyl-1H-indol-3-yl)-acrylic acid methyl ester + N,N-dimethyl-formamide dimethyl acetal (4637-24-5) → methyl 9-(phenylsulfonyl)-9H-carbazole-3-carboxylate + 3-methoxycarbonylcarbazole (97931-41-4)

Guidance literature:

In N,N-dimethyl-formamide; at 110 ℃;

DOI:10.1016/j.tetlet.2005.04.016

Reference yield:

ethyl 3-(2-(methyl)-1-(phenylsulfonyl)-1H-indol-3-yl)acrylate (164261-32-9) + N,N-dimethyl-formamide dimethyl acetal (4637-24-5) → methyl 9-(phenylsulfonyl)-9H-carbazole-3-carboxylate + ethyl 9-(phenylsulfonyl)-9H-carbazole-3-carboxylate + 3-methoxycarbonylcarbazole (97931-41-4) + 9H-carbazole-3-carboxylic acid ethyl ester (51035-14-4)

Guidance literature:

at 110 ℃; for 4h;

DOI:10.1016/j.tet.2009.03.010

upstream raw materials:

propynoic acid methyl ester

N-(carbobenzyloxy)-2-[(E)-2-(phenylthio)ethenyl]indole

N,N-dimethyl-formamide dimethyl acetal

ethyl 3-(2-(methyl)-1-(phenylsulfonyl)-1H-indol-3-yl)acrylate

Downstream raw materials:

9H-carbazole-3-carboxylic acid

9-Ethyl-9H-carbazole-3-carboxylic acid