2-Methyl-6-nitroquinoline

Base Information

• Chemical Name: 2-Methyl-6-nitroquinoline
• CAS No.: 613-30-9
• Molecular Formula: C10H8 N2 O2
• Molecular Weight: 188.186
• Hs Code.: 2933499090
• European Community (EC) Number: 664-208-9
• DSSTox Substance ID: DTXSID3060619
• Nikkaji Number: J95.081E
• Wikidata: Q81989143
• ChEMBL ID: CHEMBL1447249
• Mol file: 613-30-9.mol

Synonyms:2-Methyl-6-nitroquinoline;613-30-9;6-Nitroquinaldine;Quinoline, 2-methyl-6-nitro-;MFCD00051736;Maybridge1_001441;Oprea1_276369;MLS000833689;Quinoline,2-methyl-6-nitro-;SCHEMBL646725;CHEMBL1447249;DTXSID3060619;HMS545J11;HMS2802G10;CCG-40762;AKOS000268586;GS-6868;SB68263;NCGC00246656-01;AM804132;SMR000457210;SY020324;CS-0035739;FT-0621279;M1499;EN300-129756;1-(2-aminoethyl)pyrrole-2,5-dione,hydrochloride;A833167;J-510029;SR-01000630882-1;F2100-0099;Z1201618220;8-acetyl-4-methyl-9-phenyl-furo[2,3-h]chromen-2-one

Chemical Property of 2-Methyl-6-nitroquinoline

Chemical Property:

• Vapor Pressure: 0.000244mmHg at 25°C
• Melting Point: 165 °C
• Boiling Point: 334.7 °C at 760 mmHg
• PKA: 4.08±0.43(Predicted)
• Flash Point: 156.2 °C
• PSA: 58.71000
• Density: 1.298 g/cm³
• LogP: 2.97460
• Storage Temp.: Sealed in dry,Room Temperature
• 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%,99%, ^*data from raw suppliers

2-Methyl-6-nitroquinoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): XiXn
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NC2=C(C=C1)C=C(C=C2)[N+](=O)[O-]
• Uses: 2-Methyl-6-nitroquinoline is a reagent that is used as a potent, selective, and orally efficacious antagonists of melanin-concentrating hormone receptor 1.

Technology Process of 2-Methyl-6-nitroquinoline

There total 4 articles about 2-Methyl-6-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: 93.1%

4-nitro-aniline (100-01-6,104810-17-5) + crotonaldehyde (123-73-9,4170-30-3) → 2-methyl-6-nitroquinoline (613-30-9)

Guidance literature:

4-nitro-aniline; With hydrogenchloride; acetic acid; In water; at 100 ℃; for 0.5h;

crotonaldehyde; With iodine; potassium iodide; for 6h; Reflux;

DOI:10.1016/j.dyepig.2013.07.007

Reference yield: 83.0%

trans-Crotonaldehyde (123-73-9,4170-30-3) + 4-nitro-aniline (100-01-6,104810-17-5) → 2-methyl-6-nitroquinoline (613-30-9)

Guidance literature:

With phospho-tungstic acid; phosphotungstic acid; silica gel; for 0.216667h; microwave irradiation;

DOI:10.1016/j.tetlet.2006.01.034

Reference yield: 67.0%

4-nitro-aniline (100-01-6,104810-17-5) + paracetaldehyde (123-63-7) → 2-methyl-6-nitroquinoline (613-30-9)

Guidance literature:

With hydrogenchloride; for 6h; Reflux;

DOI:10.1021/acs.jmedchem.0c01129

upstream raw materials:

4-nitro-aniline

paracetaldehyde

2-methylquinoline

crotonaldehyde

Downstream raw materials:

(E)-6-nitro-2-styrylquinoline

2-methylquinolin-6-amine

4-chloro-2-methyl-6-nitroquinoline

Refernces

• 1、 Mao, Mao,Wang, Jian-Bo,Liu, Xiu-Lin,Wu, Guo-Hua,Fang, Xia-Qin,Song, Qin-Hua. "Insight into the effects of modifying chromophores on the performance of quinoline-based dye-sensitized solar cells". . p. 23 - 32. Retrieved 2018.
• 2、 -. "Preparation method of nitro-substituted quinadine". Paragraph 0015. . Retrieved 2018/11/22.