1-Methyl-1,2,3,4-tetrahydroquinolin-7-amine

Base Information

• Chemical Name: 1-Methyl-1,2,3,4-tetrahydroquinolin-7-amine
• CAS No.: 304690-94-6
• Molecular Formula: C10H14N2
• Molecular Weight: 162.23
• Hs Code.: 2933499090
• DSSTox Substance ID: DTXSID10458992
• Nikkaji Number: J2.123.531H
• Wikidata: Q72439708
• Mol file: 304690-94-6.mol

Synonyms:304690-94-6;1-methyl-1,2,3,4-tetrahydroquinolin-7-amine;7-Amino-1-methyl-1,2,3,4-tetrahydroquinoline;1-methyl-3,4-dihydro-2H-quinolin-7-amine;7-amino-1,2,3,4-tetrahydro-1-methylquinoline;1-Methyl-1,2,3,4-tetrahydro-quinolin-7-ylamine;7-AMINO-N-METHYL-1,2,3,4-TETRAHYDROQUINOLINE HCL;SCHEMBL520908;DTXSID10458992;MFCD08063883;STK503887;AKOS000265202;SB13927;AC-16184;BB 0262378;CS-0215368;FT-0602587;1-Methyl -3,4-dihydro-2H-quinolin-7-amine;1-Methyl-1,2,3,4-tetrahydroquinoline-7-amine;1-Methyl-1,2,3,4-tetrahydroquinolin-7-ylamine;EN300-2394649;7-Amino-1-Methyl-1,2,3,4-Tetrahydro Quinoline;A820389;J-504842;927684-97-7 304690-94-6(base);1-methyl-3,4-dihydro-2H-quinolin-7-amine dihydrochloride;1-Methyl-1,2,3,4-tetrahydroquinolin-7-amine

Chemical Property of 1-Methyl-1,2,3,4-tetrahydroquinolin-7-amine

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.597
• Boiling Point: 335.8 °C at 760 mmHg
• Flash Point: 133.6 °C
• PSA: 29.26000
• Density: 1.084 g/cm³
• LogP: 2.29740
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 162.115698455
• Heavy Atom Count: 12
• Complexity: 158

Purity/Quality:

98%min ^*data from raw suppliers

1-methyl-1,2,3,4-tetrahydroquinolin-7-amine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1CCCC2=C1C=C(C=C2)N

Technology Process of 1-Methyl-1,2,3,4-tetrahydroquinolin-7-amine

There total 4 articles about 1-Methyl-1,2,3,4-tetrahydroquinolin-7-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: 67.7%

1-methyl-7-nitro-1,2,3,4-tetrahydro-quinoline (39275-18-8) → 1-methyl-1,2,3,4-tetrahydroquinolin-7-amine (304690-94-6)

Guidance literature:

With hydrogenchloride; tin(II) chloride dihdyrate; at 20 ℃; for 3h; Inert atmosphere; Heating;

Reference yield:

1,2,3,4-tetrahydroisoquinoline (635-46-1) → 1-methyl-1,2,3,4-tetrahydroquinolin-7-amine (304690-94-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 63 percent / HNO₃; H₂SO₄ / 0 - 5 °C

2: K₂CO₃ / dimethylformamide / 20 °C

3: H₂ / Pd/C / methanol / 20 °C / 760 Torr

With sulfuric acid; hydrogen; nitric acid; potassium carbonate; palladium on activated charcoal; In methanol; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2006.06.026

Reference yield:

7-nitro-1,2,3,4-tetrahydro-quinoline (30450-62-5) → 1-methyl-1,2,3,4-tetrahydroquinolin-7-amine (304690-94-6)

Guidance literature:

Multi-step reaction with 2 steps

1: K₂CO₃ / dimethylformamide / 20 °C

2: H₂ / Pd/C / methanol / 20 °C / 760 Torr

With hydrogen; potassium carbonate; palladium on activated charcoal; In methanol; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2006.06.026

upstream raw materials:

1-methyl-7-nitro-1,2,3,4-tetrahydro-quinoline

1,2,3,4-tetrahydroisoquinoline

7-nitro-1,2,3,4-tetrahydro-quinoline

Downstream raw materials:

C₁₁H₁₃F₃N₂O₂S

Refernces

• 1、 Westaway, Susan M.,Chung, Ying-Kit,Davis, John B.,Holland, Vicky,Jerman, Jeffrey C.,Medhurst, Stephen J.,Rami, Harshad K.,Stemp, Geoffrey,Stevens, Alexander J.,Thompson, Mervyn,Winborn, Kim Y.,Wright, James. "N-Tetrahydroquinolinyl, N-quinolinyl and N-isoquinolinyl biaryl carboxamides as antagonists of TRPV1". . p. 4533 - 4536. Retrieved 2007/10/03.
• 2、 -. "Amide derivatives as ion-channel ligands and pharmaceutical compositions and methods of using the same". Page/Page column 48. . Retrieved 2008/06/13.