(3S)-3-Butyl-3-hydroxy-1-methylquinoline-2,4(1H,3H)-dione

Base Information

• Chemical Name: (3S)-3-Butyl-3-hydroxy-1-methylquinoline-2,4(1H,3H)-dione
• CAS No.: 186766-14-3
• Molecular Formula: C14H17NO3
• Molecular Weight: 247.294
• DSSTox Substance ID: DTXSID30427726
• Wikidata: Q82240405
• Mol file: 186766-14-3.mol

Synonyms:186766-14-3;(3S)-3-Butyl-3-hydroxy-1-methylquinoline-2,4(1H,3H)-dione;(3S)-3-butyl-3-hydroxy-1-methylquinoline-2,4-dione;DTXSID30427726

Chemical Property of (3S)-3-Butyl-3-hydroxy-1-methylquinoline-2,4(1H,3H)-dione

Chemical Property:

• Vapor Pressure: 5.77E-10mmHg at 25°C
• Boiling Point: 478.5°Cat760mmHg
• Flash Point: 243.2°C
• Density: 1.198g/cm³
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 247.12084340
• Heavy Atom Count: 18
• Complexity: 355

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCC1(C(=O)C2=CC=CC=C2N(C1=O)C)O
• Isomeric SMILES: CCCC[C@@]1(C(=O)C2=CC=CC=C2N(C1=O)C)O

Technology Process of (3S)-3-Butyl-3-hydroxy-1-methylquinoline-2,4(1H,3H)-dione

There total 5 articles about (3S)-3-Butyl-3-hydroxy-1-methylquinoline-2,4(1H,3H)-dione 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: 85.0%

3-butyl-4-hydroxy-1-methylquinolin-2(1H)-one (100717-76-8) → 3-butyl-3-hydroxy-1-methylquinoline-2,4(1H,3H)-dione (186766-14-3)

Guidance literature:

With peracetic acid; sodium hydroxide; In water; acetic acid; for 0.5h;

DOI:10.1016/j.tet.2013.10.092

Reference yield: 44.0%

methanol (67-56-1) + sodium cyanide (773837-37-9) + 3-butyl-3-chloro-1-methyl-1H,3H-quinoline-2,4-dione (601520-14-3) → C16H20N2O3 + 3-butyl-3-hydroxy-1-methylquinoline-2,4(1H,3H)-dione (186766-14-3)

Guidance literature:

With water; at 20 ℃; Reflux;

DOI:10.1002/open.202100024

Reference yield: 8.0%

sodium cyanide (773837-37-9) + 3-butyl-3-chloro-1-methyl-1H,3H-quinoline-2,4-dione (601520-14-3) → C15H16N2O2 + C28H32N2O5 + 3-butyl-4-hydroxy-1-methylquinolin-2(1H)-one (100717-76-8) + 3-butyl-3-hydroxy-1-methylquinoline-2,4(1H,3H)-dione (186766-14-3)

Guidance literature:

With water; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 6h;

DOI:10.1002/open.202100024

upstream raw materials:

3-butyl-4-hydroxy-1-methylquinolin-2(1H)-one

diethyl butylmalonate

N-methylaniline

methanol

Downstream raw materials:

3-butyl-1,2,3,4-tetrahydro-1-methyl-2,4-dioxoquinolin-3-yl phenylcarbamate

bis(diphenyl)urea