9H-Carbazol-3-amine, 1,4-dimethyl-6-methoxy-

Base Information

• Chemical Name: 9H-Carbazol-3-amine, 1,4-dimethyl-6-methoxy-
• CAS No.: 129117-54-0
• Molecular Formula: C₁₅H₁₆N₂O
• Molecular Weight: 240.305
• DSSTox Substance ID: DTXSID80156074
• Nikkaji Number: J362.823J
• Wikidata: Q83024083
• Mol file: 129117-54-0.mol

Synonyms:1,4-Dimethyl-6-methoxy-3-aminocarbazole;9H-Carbazol-3-amine, 1,4-dimethyl-6-methoxy-;129117-54-0;CCRIS 8649;1,4-Dimethyl-6-methoxy-9H-carbazol-3-amine;DTXSID80156074

Chemical Property of 9H-Carbazol-3-amine, 1,4-dimethyl-6-methoxy-

Chemical Property:

• Vapor Pressure: 2.29E-09mmHg at 25°C
• Boiling Point: 479.8°Cat760mmHg
• Flash Point: 244°C
• Density: 1.233g/cm³
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 240.126263138
• Heavy Atom Count: 18
• Complexity: 309

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=C(C2=C1NC3=C2C=C(C=C3)OC)C)N

Technology Process of 9H-Carbazol-3-amine, 1,4-dimethyl-6-methoxy-

There total 13 articles about 9H-Carbazol-3-amine, 1,4-dimethyl-6-methoxy- 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%

1,4-dimethyl-6-methoxy-3-nitro-9H-carbazole (129117-59-5) → 3-amino-1,4-dimethyl-6-methoxy-9H-carbazole (129117-54-0)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; at 80 ℃; for 3h; under 58840.6 Torr;

DOI:10.1016/0223-5234(90)90197-B

Reference yield: 45.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + 3-amino-1,4-dimethyl-6-hydroxy-9H-carbazole (130005-62-8) → 3-amino-1,4-dimethyl-6-methoxy-9H-carbazole (129117-54-0)

Guidance literature:

In methanol; diethyl ether; at 0 ℃; for 1h;

DOI:10.1016/0223-5234(90)90197-B

Reference yield:

1,4-dimethyl-6-hydroxy-9H-carbazole (69902-43-8) → 3-amino-1,4-dimethyl-6-methoxy-9H-carbazole (129117-54-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 50 percent / triethylamine / toluene / 2 h / Heating

2: 50 percent / HNO₃, acetic anhydride / 3 h / Ambient temperature

3: 81 percent / NaBH₄ / methanol / 2 h / Heating

4: 45 percent / diethyl ether; methanol / 1 h / 0 °C

With sodium tetrahydroborate; nitric acid; acetic anhydride; triethylamine; In methanol; diethyl ether; toluene;

DOI:10.1016/0223-5234(90)90197-B

upstream raw materials:

diazomethane

3-amino-1,4-dimethyl-6-hydroxy-9H-carbazole

3-(1,4-dimethyl-6-methoxy-9H-carbazolyl)carboxylic acid

1,4-dimethyl-6-methoxy-3-nitro-9H-carbazole

Downstream raw materials:

3-amino-1,4-dimethyl-6-hydroxy-9H-carbazole

Refernces

• 1、 Lancelot, Jean-Charles,Letois, Bertrand,Rault, Sylvain,Dung, Nguyen Huy,Saturnino, Carmela,Robba, Max. "EFFICIENT SYNTHESIS OF 6-SUBSTITUTED 3-NITRO- AND -3-AMINO-1,4-DIMETHYLCARBAZOLES". . p. 301 - 307. Retrieved 2007/10/02.
• 2、 Lancelot, Jean-Charles,Letois, Bertrand,Rault, Sylvain,Robba, Max. "A SIMPLE ROUTE TO 3-AMINO-1,4-DIMETHYL-6-HYDROXY- (OR METHOXY-)CARBAZOLES". . p. 241 - 246. Retrieved 2007/10/02.