3,4-dihydroquinolin-1(2H)-amine

Base Information

• Chemical Name: 3,4-dihydroquinolin-1(2H)-amine
• CAS No.: 5825-45-6
• Molecular Formula: C9H12 N2
• Molecular Weight: 148.208
• Hs Code.: 2933499090
• European Community (EC) Number: 836-852-2
• DSSTox Substance ID: DTXSID50423684
• Nikkaji Number: J1.314.051K,J1.768.648H,J1.768.649F
• Wikidata: Q72442379
• Mol file: 5825-45-6.mol

Synonyms:3,4-dihydroquinolin-1(2H)-amine;5825-45-6;1-Amino-1,2,3,4-tetrahydroquinoline;3,4-dihydro-2H-quinolin-1-amine;3,4-DIHYDRO-2H-QUINOLIN-1-YLAMINE;1,2,3,4-Tetrahydroquinolin-1-amine;1-Amino-1,2,3,4-Tetrahydro Quinoline;N-Amino-1,2,3,4-tetrahydroquinoline;Aminotetrahydrochinolin;SCHEMBL483231;DTXSID50423684;3,4-dihydro-1(2H)-quinolinamine;3,4-Dihydroquinoline-1(2H)-amine;3,4-dihydro-1(2H)-quinolinylamine;MFCD02656551;STK501086;3,4-dihydro-1 (2H)-quinolinylamine;AKOS003582849;BS-49490;BB 0256546;CS-0186736;FT-0646353;(1R)-1,2,3,4-Tetrahydroquinoline-1-amine;(1S)-1,2,3,4-Tetrahydroquinoline-1-amine;E76095;EN300-170909;A831804

Chemical Property of 3,4-dihydroquinolin-1(2H)-amine

Chemical Property:

• Vapor Pressure: 0.00543mmHg at 25°C
• Melting Point: 55 °C
• Boiling Point: 274.3°C at 760 mmHg
• PKA: 5.24±0.20(Predicted)
• Flash Point: 148.3°C
• PSA: 29.26000
• Density: 1.098g/cm³
• LogP: 2.07820
• Storage Temp.: Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 148.100048391
• Heavy Atom Count: 11
• Complexity: 136

Purity/Quality:

99% ^*data from raw suppliers

1-Amino-1,2,3,4-tetrahydroquinoline 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2=CC=CC=C2N(C1)N

Technology Process of 3,4-dihydroquinolin-1(2H)-amine

There total 6 articles about 3,4-dihydroquinolin-1(2H)-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: 92.0%

N-nitroso-1,2,3,4-tetrahydroquinoline (5825-44-5) → 1-amino-1,2,3,4-tetrahydroquinoline (5825-45-6)

Guidance literature:

With titanium tetrachloride; magnesium; In diethyl ether; 1,2-dichloro-ethane; for 0.5h; Ambient temperature;

Reference yield:

1,2,3,4-tetrahydroisoquinoline (635-46-1) → 1-amino-1,2,3,4-tetrahydroquinoline (5825-45-6)

Guidance literature:

With mesitylenesulfonylhydroxylamine; In dichloromethane; at 25 ℃; for 1h; Yield given;

Reference yield:

1,2,3,4-tetrahydroquinoline hydrochloride (2739-17-5) → 1-amino-1,2,3,4-tetrahydroquinoline (5825-45-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 94 percent / NaNO₃ / H₂O; acetic acid / 2 h / Ambient temperature

2: 92 percent / TiCl₄, Mg / 1,2-dichloro-ethane; diethyl ether / 0.5 h / Ambient temperature

With sodium nitrate; titanium tetrachloride; magnesium; In diethyl ether; water; acetic acid; 1,2-dichloro-ethane;

upstream raw materials:

N-nitroso-1,2,3,4-tetrahydroquinoline

1,2,3,4-tetrahydroisoquinoline

1,2,3,4-tetrahydroquinoline hydrochloride

Downstream raw materials:

1,2-dimethyl-5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinoline

Refernces

• 1、 -. "ION CHANNEL INHIBITOR COMPOUNDS FOR CANCER TREATMENT". Paragraph 0241; 0242. . Retrieved 2021/01/25.
• 2、 Golubev, Pavel,Krasavin, Mikhail. "N-Isocyanodialkylamines generated in situ for the Joullié–Ugi reaction with indolenines". supporting information. p. 3532 - 3536. Retrieved 2018/08/29.