3-(Hydroxymethyl)quinolin-2(1H)-one

Base Information

• Chemical Name: 3-(Hydroxymethyl)quinolin-2(1H)-one
• CAS No.: 90097-45-3
• Molecular Formula: C₁₀H₉NO₂
• Molecular Weight: 175.187
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID20377509
• Nikkaji Number: J1.728.456H
• Wikidata: Q82166748
• Mol file: 90097-45-3.mol

Synonyms:90097-45-3;3-(Hydroxymethyl)quinolin-2(1H)-one;3-(Hydroxymethyl)-2(1H)-quinolinone;3-(hydroxymethyl)-1H-quinolin-2-one;3-hydroxymethylcarbostyril;hydroxymethyl quinolone;SCHEMBL6402311;DTXSID20377509;VHJYMYGHHCHEDA-UHFFFAOYSA-N;HMS1633J02;MFCD06200995;AKOS004121696;AKOS005072904;3-(Hydroxymethyl)quinoline-2(1H)-one;SB67515;2(1H)-Quinolinone,3-(hydroxymethyl)-;CS-0155679;FT-0681087;EN300-77212;D94814;H-2032;J-510884;Z57164610

Chemical Property of 3-(Hydroxymethyl)quinolin-2(1H)-one

Chemical Property:

• Vapor Pressure: 1.79E-08mmHg at 25°C
• Melting Point: 200°C
• Refractive Index: 1.604
• Boiling Point: 438.8 °C at 760 mmHg
• Flash Point: 219.2 °C
• PSA: 53.09000
• Density: 1.263 g/cm³
• LogP: 1.02040
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 175.063328530
• Heavy Atom Count: 13
• Complexity: 247

Purity/Quality:

98%min ^*data from raw suppliers

3-(hydroxymethyl)-2(1H)-quinolinone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=C(C(=O)N2)CO

Technology Process of 3-(Hydroxymethyl)quinolin-2(1H)-one

There total 8 articles about 3-(Hydroxymethyl)quinolin-2(1H)-one 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: 96.5%

3-formyl-2-quinolone (91301-03-0) → 3-(hydroxymethyl)-(1H)-quinol-2-one (90097-45-3)

Guidance literature:

With sodium tetrahydroborate; In methanol; for 3h;

DOI:10.1248/cpb.33.3775

Reference yield: 85.0%

3-(acetoxymethyl)-(1H)-quinol-2-one (460316-11-4) → 3-(hydroxymethyl)-(1H)-quinol-2-one (90097-45-3)

Guidance literature:

With potassium carbonate; In methanol; water; at 20 ℃; for 1h;

DOI:10.1016/S0040-4020(02)00332-0

Reference yield:

methyl 2-oxo-1,2-dihydro-3-quinolinecarboxylate (73776-17-7) → 3-(hydroxymethyl)-(1H)-quinol-2-one (90097-45-3)

Guidance literature:

In tetrahydrofuran; water;

upstream raw materials:

3-formyl-2-quinolone

3-(acetoxymethyl)-(1H)-quinol-2-one

3-hydroxy-2-methylene-3-(2-nitrophenyl)propanoic acid methyl ester

2-[hydroxy-(2-nitrophenyl)methyl]acrylic acid ethyl ester

Downstream raw materials:

3-bromomethyl-1,2-di-hydroquinolin-2-one

2-(4-chlorobenzoylamino)-3-(2-quinolon-3-yl)propionic acid

2-(Cyclohexanecarbonyl-amino)-3-(2-oxo-1,2-dihydro-quinolin-3-yl)-propionic acid

2-Benzoylamino-3-(2-oxo-1,2-dihydro-quinolin-3-yl)-propionic acid

Refernces

• 1、 Basavaiah, Deevi,Reddy, Ravi Mallikarjuna,Kumaragurubaran, Nagaswamy,Sharada, Duddu S. "Applications of Baylis-Hillman chemistry: One-pot convenient synthesis of functionalized (1H)-quinol-2-ones and quinolines". . p. 3693 - 3697. Retrieved 2007/10/03.
• 2、 Uchida,Tabusa,Komatsu,Morita,Kanbe,Nakagawa. "Studies on 2(1H)-quinolinone derivatives as gastric antiulcer active agents. 2-(4-Chlorobenzoylamino)-3-[2(1H)-quinolinon-4-yl]propionic acid and related compounds". . p. 3775 - 3786. Retrieved 2007/10/02.