2-Quinolinecarboxamide, 4-(2-methylpropoxy)-8-nitro-N-phenyl-

Base Information

• Chemical Name: 2-Quinolinecarboxamide, 4-(2-methylpropoxy)-8-nitro-N-phenyl-
• CAS No.: 877869-02-8
• Molecular Formula: C20H19N3O4
• Molecular Weight: 365.389
• DSSTox Substance ID: DTXSID50469542
• Mol file: 877869-02-8.mol

Synonyms:2-Quinolinecarboxamide, 4-(2-methylpropoxy)-8-nitro-N-phenyl-;877869-02-8;DTXSID50469542

Chemical Property of 2-Quinolinecarboxamide, 4-(2-methylpropoxy)-8-nitro-N-phenyl-

Chemical Property:

• XLogP3: 4.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 365.13755610
• Heavy Atom Count: 27
• Complexity: 516

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)COC1=CC(=NC2=C1C=CC=C2[N+](=O)[O-])C(=O)NC3=CC=CC=C3

Technology Process of 2-Quinolinecarboxamide, 4-(2-methylpropoxy)-8-nitro-N-phenyl-

There total 4 articles about 2-Quinolinecarboxamide, 4-(2-methylpropoxy)-8-nitro-N-phenyl- 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: 80.0%

aniline (62-53-3) + 4-isobutoxy-8-nitro-2-quinoline-2-carboxylic acid (620169-94-0) → 4-isobutoxy-8-nitroquinoline-2-carboxylic acid phenylamide (877869-02-8)

Guidance literature:

4-isobutoxy-8-nitro-2-quinoline-2-carboxylic acid; With 1,1'-carbonyldiimidazole; In chloroform; for 1.5h; Heating;

aniline; In chloroform; for 48h; Further stages.; Heating;

DOI:10.1002/ejoc.200700130

Reference yield:

methyl 4-isobutoxyl-8-nitroquinoline-2-carboxylate (517883-19-1) → 4-isobutoxy-8-nitroquinoline-2-carboxylic acid phenylamide (877869-02-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 100 percent / KOH / tetrahydrofuran; methanol / 5 h / 20 °C

2: SOCl₂ / 2 h / Heating

3: 0.34 g / CH₂Cl₂ / 4 h / 20 °C

With potassium hydroxide; thionyl chloride; In tetrahydrofuran; methanol; dichloromethane;

DOI:10.1021/jo052222r

Reference yield:

4-isobutoxy-8-nitro-2-quinoline-2-carboxylic acid (620169-94-0) → 4-isobutoxy-8-nitroquinoline-2-carboxylic acid phenylamide (877869-02-8)

Guidance literature:

Multi-step reaction with 2 steps

1: SOCl₂ / 2 h / Heating

2: 0.34 g / CH₂Cl₂ / 4 h / 20 °C

With thionyl chloride; In dichloromethane;

DOI:10.1021/jo052222r

upstream raw materials:

aniline

4-isobutoxy-8-nitro-2-quinolinecarboxylic acid chloride

4-isobutoxy-8-nitro-2-quinoline-2-carboxylic acid

methyl 4-isobutoxyl-8-nitroquinoline-2-carboxylate

Downstream raw materials:

C₆₂H₆₃N₉O₈

9-{2-[(4,7-diisobutoxy-9-phenylcarbamoyl-[1,10]phenanthroline-2-carbonyl)-amino]-phenylcarbamoyl}-4,7-diisobutoxy-[1,10]phenanthroline-2-carboxylic acid

9-{2-[(4,7-diisobutoxy-9-phenylcarbamoyl-[1,10]phenanthroline-2-carbonyl)-amino]-phenylcarbamoyl}-4,7-diisobutoxy-[1,10]phenanthroline-2-carboxylic acid methyl ester

4,7-diisobutoxy-[1,10]phenanthroline-2,9-dicarboxylic acid 2-[(2-amino-phenyl)-amide] 9-phenylamide