N-methyl-2,3,4,9-tetrahydro-1H-carbazol-3-amine

Base Information

• Chemical Name: N-methyl-2,3,4,9-tetrahydro-1H-carbazol-3-amine
• CAS No.: 22350-03-4
• Molecular Formula: C13H16 N2
• Molecular Weight: 0
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID60945004
• ChEMBL ID: CHEMBL3304647
• Mol file: 22350-03-4.mol

Synonyms:2,3,4,9-tetrahydro-N-methyl-1H-carbazole-3-amine;3-methylamino-1,2,3,4-tetrahydrocarbazole;demethylcyclindole;desmethylcyclindole

Chemical Property of N-methyl-2,3,4,9-tetrahydro-1H-carbazol-3-amine

Chemical Property:

• Vapor Pressure: 1.53E-05mmHg at 25°C
• Boiling Point: 365.8°Cat760mmHg
• Flash Point: 175°C
• PSA: 27.82000
• Density: 1.14g/cm³
• LogP: 2.63550
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 200.131348519
• Heavy Atom Count: 15
• Complexity: 229

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CNC1CCC2=C(C1)C3=CC=CC=C3N2

Technology Process of N-methyl-2,3,4,9-tetrahydro-1H-carbazol-3-amine

There total 5 articles about N-methyl-2,3,4,9-tetrahydro-1H-carbazol-3-amine 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:

phenylhydrazine (100-63-0) + 4-(N-methyl)aminocyclohexane ethylene acetal (166398-41-0) → N-methyl-(2,3,4,9-tetrahydro-1H-carbazol-3-yl)amine (22350-03-4)

Guidance literature:

With sulfuric acid; In water; at 95 - 100 ℃;

DOI:10.1016/j.bmcl.2012.06.002

Reference yield:

3-hydroxy-1,2,3,4-tetrahydrocarbazole p-toluenesulphonate ester (34154-31-9) → N-methyl-(2,3,4,9-tetrahydro-1H-carbazol-3-yl)amine (22350-03-4)

Guidance literature:

With sodium hydrogencarbonate; methylamine; In 2-ethoxy-ethanol;

Reference yield:

1,2,3,4-tetrahydrocarbazol-3-one (51145-61-0) + methylamine (74-89-5) → N-methyl-(2,3,4,9-tetrahydro-1H-carbazol-3-yl)amine (22350-03-4)

Guidance literature:

1,2,3,4-tetrahydrocarbazol-3-one; methylamine; With magnesium sulfate; acetic acid; In tetrahydrofuran; methanol; at 20 ℃; for 0.25h;

With sodium cyanoborohydride; In tetrahydrofuran; methanol; at 20 ℃; for 12h;

DOI:10.1021/jm049036i

upstream raw materials:

1,2,3,4-tetrahydrocarbazol-3-one

methylamine

3-hydroxy-1,2,3,4-tetrahydrocarbazole p-toluenesulphonate ester

cyclohexanedione monoethylene ketal

Downstream raw materials:

4-fluoro-N-methyl-N-(1,2,4,9-tetrahydro-1H-carbazol-3-yl)benzenesulfonamide

3-{3-[(4-fluoro-benzenesulfonyl)-methyl-amino]-1,2,3,4-tetrahydro-carbazol-9-yl}-propionic acid ethyl ester

tert-butyl N-methyl-[9-(3-(trifluoromethyl)phenylsulfonyl)-2,3,4,9-tetrahydro-1H-carbazol-3-yl]carbamate

N-methyl-[9-(3-trifluoromethylphenylsulfonyl)-2,3,4,9-tetrahydro-1H-carbazol-3-yl]amine