3-Nitro-5,6,7,8-tetrahydroquinoline

Base Information

• Chemical Name: 3-Nitro-5,6,7,8-tetrahydroquinoline
• CAS No.: 84531-35-1
• Molecular Formula: C9H10N2O2
• Molecular Weight: 178.19225
• DSSTox Substance ID: DTXSID00452520
• Nikkaji Number: J343.811B
• Wikidata: Q82273208
• Mol file: 84531-35-1.mol

Synonyms:3-nitro-5,6,7,8-tetrahydroquinoline;84531-35-1;3-nitro-5,6,7,8-tetrahydro-quinoline;5,6,7,8-tetrahydro-3-nitro-quinoline;SCHEMBL5582661;DTXSID00452520;HBFBJEXFVBHLIC-UHFFFAOYSA-N;MFCD15527169;5,6,7,8tetrahydro-3-nitro-quinoline;AKOS015924454;BS-18173;CS-0102411;EN300-88335;F30849;A864103;InChI=1/C9H10N2O2/c12-11(13)8-5-7-3-1-2-4-9(7)10-6-8/h5-6H,1-4H

Chemical Property of 3-Nitro-5,6,7,8-tetrahydroquinoline

Chemical Property:

• Storage Temp.: 2-8°C
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 178.074227566
• Heavy Atom Count: 13
• Complexity: 202

Purity/Quality:

97% ^*data from raw suppliers

3-nitro-5,6,7,8-tetrahydroquinoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC2=C(C1)C=C(C=N2)[N+](=O)[O-]

Technology Process of 3-Nitro-5,6,7,8-tetrahydroquinoline

There total 8 articles about 3-Nitro-5,6,7,8-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: 97.0%

3,5-dinitro-1-methyl-2-pyridone (14150-94-8) + cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) → 5,6,7,8-tetrahydro-3-nitro-quinoline (84531-35-1)

Guidance literature:

With ammonium acetate; In ethanol; at 65 ℃; for 1h; Microwave irradiation;

DOI:10.1055/s-0033-1341237

Reference yield: 83.0%

3,5-dinitro-1-methyl-2-pyridone (14150-94-8) + cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) → 5,6,7,8-tetrahydro-3-nitro-quinoline (84531-35-1) + N-Methyl-α-nitroacetamide ammonium salt

Guidance literature:

With ammonia; In methanol; at 70 ℃; for 3h; other aldehydes and ketones or enamines; variation of condition;

DOI:10.1246/bcsj.63.2820

Reference yield: 80.0%

4-cyclohexen-1-ylmorpholine (670-80-4) + 5-nitropyrimidine (14080-32-1) → 5,6,7,8-tetrahydro-3-nitro-quinoline (84531-35-1)

Guidance literature:

In ethanol; at 70 ℃; for 2h;

DOI:10.1016/S0040-4039(00)87756-4

upstream raw materials:

1-(1-Cyclohexen-1-yl)pyrrolidine

5-nitropyrimidine

4-cyclohexen-1-ylmorpholine

3,5-dinitro-1-methyl-2-pyridone

Downstream raw materials:

3-Amino-5,6,7,8-tetrahydroquinoline

3,4-diamino-5,6,7,8-tetrahydroquinoline

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