7-Amino-1,2,3,4-tetrahydroquinoline

Base Information

• Chemical Name: 7-Amino-1,2,3,4-tetrahydroquinoline
• CAS No.: 153856-89-4
• Molecular Formula: C9H12N2
• Molecular Weight: 148.208
• Hs Code.: 2933499090
• European Community (EC) Number: 875-154-2
• DSSTox Substance ID: DTXSID50570208
• Wikidata: Q72442382
• Mol file: 153856-89-4.mol

Synonyms:7-Amino-1,2,3,4-tetrahydroquinoline;153856-89-4;1,2,3,4-tetrahydroquinolin-7-amine;1,2,3,4-Tetrahydro-quinolin-7-ylamine;MFCD08063884;7-Quinolinamine, 1,2,3,4-tetrahydro-;SCHEMBL1098919;DTXSID50570208;MAPBYCTYIMFIBU-UHFFFAOYSA-N;AKOS006285739;AC-1372;CS-W001873;SB33855;7-amino -1,2,3,4-tetrahydroquinoline;AM807107;AS-62151;SY110739;1,2,3,4-tetrahydro-quinolin-7-yl-amine;A26445;EN300-6772817;7-Quinolinamine,1,2,3,4-tetrahydro-(9CI)

Chemical Property of 7-Amino-1,2,3,4-tetrahydroquinoline

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.6
• Boiling Point: 321.89 °C at 760 mmHg
• PKA: 5.76±0.20(Predicted)
• Flash Point: 173.647 °C
• PSA: 38.05000
• Density: 1.101 g/cm³
• LogP: 2.34610
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 2
• 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

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2=C(C=C(C=C2)N)NC1

Technology Process of 7-Amino-1,2,3,4-tetrahydroquinoline

There total 12 articles about 7-Amino-1,2,3,4-tetrahydroquinoline 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: 95.0%

tert-butyl (1,2,3,4-tetrahydroquinolin-7-yl)carbamate (1176657-15-0) → 7-amino-1,2,3,4-tetrahydroquinoline (153856-89-4)

Guidance literature:

In acetonitrile; at 300 ℃; under 75007.5 Torr;

DOI:10.1021/acs.orglett.6b00378

Reference yield: 93.0%

7-amino-3,4-dihydro-2(1H)-quinolinone (22246-07-7) → 7-amino-1,2,3,4-tetrahydroquinoline (153856-89-4)

Guidance literature:

With [RuCl₂(N-heterocyclic carbene)(bis[2-(diphenylphosphino)ethyl]amine)]; hydrogen; caesium carbonate; In toluene; butan-1-ol; at 150 ℃; for 6h; under 22502.3 Torr; Schlenk technique; Autoclave;

DOI:10.1021/acs.orglett.9b03878

Reference yield: 83.0%

→ 7-amino-1,2,3,4-tetrahydroquinoline (153856-89-4)

Guidance literature:

With silver tetrafluoroborate; 4,4'-Dimethoxy-2,2'-bipyridin; potassium tert-butylate; hydrogen; In 1,4-dioxane; at 80 ℃; for 48h; under 30003 Torr; Autoclave;

upstream raw materials:

quinolin-7-ylamine

7-nitroquinoline

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

1,2,3,4-tetrahydroisoquinoline

Downstream raw materials:

7-hydroxy-1,2,3,4-tetrahydroquinoline

quinolin-7-ylamine

m-ethylaniline

ortho-ethylaniline

Refernces

• 1、 Liu, Qing-Hao,Yan, Xi-Long,Guo, Jin-Chun,Wang, Dong-Hua,Li, Lei,Yan, Fan-Yong,Chen, Li-Gong. "Spectrofluorimetric determination of trace nitrite with a novel fluorescent probe". . p. 789 - 793. Retrieved 2009.
• 2、 Ogata, Osamu,Nara, Hideki,Matsumura, Kazuhiko,Kayaki, Yoshihito. "Formal Deoxygenative Hydrogenation of Lactams Using PNHP-Pincer Ruthenium Complexes under Nonacidic Conditions". supporting information. p. 9954 - 9959. Retrieved 2019/12/24.
• 3、 Bogdan, Andrew R.,Charaschanya, Manwika,Dombrowski, Amanda W.,Wang, Ying,Djuric, Stevan W.. "High-Temperature Boc Deprotection in Flow and Its Application in Multistep Reaction Sequences". supporting information. p. 1732 - 1735. Retrieved 2016/05/19.