7-Methyl-8-nitroquinoline

Base Information

• Chemical Name: 7-Methyl-8-nitroquinoline
• CAS No.: 7471-63-8
• Molecular Formula: C10H8N2O2
• Molecular Weight: 188.186
• Hs Code.: 2933499090
• European Community (EC) Number: 231-268-9
• NSC Number: 401260
• DSSTox Substance ID: DTXSID80225693
• Nikkaji Number: J278.876D
• Wikidata: Q83104784
• ChEMBL ID: CHEMBL1668960
• Mol file: 7471-63-8.mol

Synonyms:7-Methyl-8-nitroquinoline;7471-63-8;Quinoline, 7-methyl-8-nitro-;7-Methyl-8-nitro-quinoline;MFCD00041234;8-Nitro-7-methylquinoline;EINECS 231-268-9;NSC 401260;NSC401260;7-Methyl 8-nitroquinoline;Oprea1_604309;SCHEMBL1011432;CHEMBL1668960;DTXSID80225693;AMY10194;AKOS000319905;NSC-401260;SB67606;AS-58510;SY014080;A9557;CS-0035569;EU-0001248;FT-0621457;M1864;F16246;SR-01000398099;SR-01000398099-1

Chemical Property of 7-Methyl-8-nitroquinoline

Chemical Property:

• Vapor Pressure: 0.000318mmHg at 25°C
• Melting Point: 185-186 °C
• Refractive Index: 1.661
• Boiling Point: 330.5 °C at 760 mmHg
• PKA: 1.71±0.31(Predicted)
• Flash Point: 153.7 °C
• PSA: 58.71000
• Density: 1.298 g/cm³
• LogP: 2.97460
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chlorform, Methanol (Slightly)
• Water Solubility.: Insoluble in water.
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 188.058577502
• Heavy Atom Count: 14
• Complexity: 227

Purity/Quality:

98% ^*data from raw suppliers

7-Methyl-8-nitroquinoline ^*data from reagent suppliers

Safty Information:

• Statements: 68
• Safety Statements: 22-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C2=C(C=CC=N2)C=C1)[N+](=O)[O-]
• Uses: 7-Methyl-8-nitroquinoline is used as a pharmaceutical intermediate.

Technology Process of 7-Methyl-8-nitroquinoline

There total 4 articles about 7-Methyl-8-nitroquinoline 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: 74.0%

7-methylquinoline (612-60-2) → 8-nitro-7-methylquinoline (7471-63-8)

Guidance literature:

With 5-methylquinoline; sulfuric acid; nitric acid; for 0.0833333h; Ambient temperature;

Reference yield: 62.0%

8-nitroquinoline (607-35-2) + chloroacetic acid ethyl ester (105-39-5) → 8-nitro-7-methylquinoline (7471-63-8)

Guidance literature:

8-nitroquinoline; chloroacetic acid ethyl ester; With potassium tert-butylate; In tetrahydrofuran; at -50 - 20 ℃; for 1h;

With water; In tetrahydrofuran; at 20 ℃; for 3h;

With hydrogenchloride; at 90 ℃; pH=0.5; Further stages.;

DOI:10.1021/jo801131z

Reference yield:

3-methyl-2-nitroaniline (601-87-6) + glycerol (56-81-5,25618-55-7,64333-26-2,8013-25-0) → 8-nitro-7-methylquinoline (7471-63-8)

Guidance literature:

With arsenic(V) oxide; sulfuric acid;

DOI:10.1021/ja01193a048 DOI:10.1021/ja01212a063

upstream raw materials:

7-methylquinoline

3-methyl-2-nitroaniline

glycerol

8-nitroquinoline

Downstream raw materials:

7-methyl-8-amino quinoline

8-bromo-7-methylquinoline

Refernces

• 1、 Tamura, Masafumi,Ogata, Hayato,Ishida, Yuu,Takahashi, Yasunori. "Design and synthesis of chiral 1,10-phenanthroline ligand, and application in palladium catalyzed asymmetric 1,4-addition reactions". . p. 3808 - 3813. Retrieved 2017/09/15.
• 2、 Ikeda, Masazumi,Yamagishi, Masafumi,Bayomi, Said M. M.,Miki, Yasuyoshi,Sumida, Yoshio,Tamura, Yasumitsu. "Synthesis and Some Properties of A New Class of Six Membered Heteroaromatic Betains, 3H-Pyridobenzotriazin-4-ylium-3-ides". . p. 349 - 354. Retrieved 2007/10/02.