5-Nitro-1,2,3,4-tetrahydroquinoline

Base Information

• Chemical Name: 5-Nitro-1,2,3,4-tetrahydroquinoline
• CAS No.: 39217-91-9
• Molecular Formula: C9H10 N2 O2
• Molecular Weight: 214.64884
• Hs Code.: 2933499090
• European Community (EC) Number: 841-558-2
• DSSTox Substance ID: DTXSID20479097
• Nikkaji Number: J2.035.207H
• Wikidata: Q82312984
• Mol file: 39217-91-9.mol

Synonyms:5-NITRO-1,2,3,4-TETRAHYDROQUINOLINE;39217-91-9;SCHEMBL7604948;DTXSID20479097;MFCD08544262;AKOS006283701;AS-36088;CS-0171495;FT-0766989;EN300-75017;A912867;Z1171251566

Chemical Property of 5-Nitro-1,2,3,4-tetrahydroquinoline

Chemical Property:

• PSA: 57.85000
• LogP: 2.61410
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 178.074227566
• Heavy Atom Count: 13
• Complexity: 202

Purity/Quality:

98.5% ^*data from raw suppliers

5-nitro-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=CC=C2[N+](=O)[O-])NC1

Technology Process of 5-Nitro-1,2,3,4-tetrahydroquinoline

There total 5 articles about 5-Nitro-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: 84.0%

5-nitroquinoline (607-34-1) → 5-nitro-1,2,3,4-tetrahydroquinoline (39217-91-9)

Guidance literature:

With iron(II) triflate; C₁₃H₂₁N₃O₂; In chloroform; at 40 ℃; for 4h; Schlenk technique;

DOI:10.1016/j.tetlet.2017.07.101

Reference yield: 67.0%

1,2,3,4-tetrahydroisoquinoline (635-46-1) → 5-nitro-1,2,3,4-tetrahydroquinoline (39217-91-9) + 7-nitro-1,2,3,4-tetrahydro-quinoline (30450-62-5)

Guidance literature:

With sulfuric acid; potassium nitrate; at 0 - 25 ℃; for 1h;

DOI:10.1002/ejoc.201001459

Reference yield: 66.0%

N-allyl-(3-nitrophenyl)amine (22774-77-2) → 5-nitro-1,2,3,4-tetrahydroquinoline (39217-91-9) + 7-nitro-1,2,3,4-tetrahydro-quinoline (30450-62-5)

Guidance literature:

With hydrogen fluoride; antimony pentafluoride; at 0 ℃; for 24h;

DOI:10.1039/c2cc32246c

upstream raw materials:

5-nitroquinoline

1,2,3,4-tetrahydroisoquinoline

N-allyl-(3-nitrophenyl)amine

Refernces

• 1、 Yang, Chun-Hua,Chen, Xixi,Li, Huimin,Wei, Wenbo,Yang, Zhantao,Chang, Junbiao. "Iodine catalyzed reduction of quinolines under mild reaction conditions". supporting information. p. 8622 - 8625. Retrieved 2018/08/06.
• 2、 He, Renke,Cui, Peng,Pi, Danwei,Sun, Yan,Zhou, Haifeng. "High efficient iron-catalyzed transfer hydrogenation of quinolines with Hantzsch ester as hydrogen source under mild conditions". supporting information. p. 3571 - 3573. Retrieved 2017/10/05.