2-(quinolin-3-yl)acetic acid

Base Information

• Chemical Name: 2-(quinolin-3-yl)acetic acid
• CAS No.: 21168-40-1
• Molecular Formula: C11H9NO2
• Molecular Weight: 187.198
• Hs Code.: 2933499090
• Mol file: 21168-40-1.mol

Synonyms:3-Quinolinylacetic acid;<3>Chinolyl-essigsaeure;quinolin-3-ylacetic acid;3-quinolyl-acetic acid;Quinolin-3-acetic acid;3-Quinolineacetic acid;

Chemical Property of 2-(quinolin-3-yl)acetic acid

Chemical Property:

• Vapor Pressure: 1.41E-06mmHg at 25°C
• Boiling Point: 383.8oC at 760 mmHg
• PKA: 3.18±0.30(Predicted)
• Flash Point: 185.9oC
• PSA: 50.19000
• Density: 1.297g/cm3
• LogP: 1.86190
• Storage Temp.: 2-8°C

Purity/Quality:

98%min ^*data from raw suppliers

2-(Quinolin-3-yl)aceticacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-(quinolin-3-yl)acetic acid

There total 6 articles about 2-(quinolin-3-yl)acetic acid 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%

N-phenyl-3-quinolylacetamide (80999-03-7) → 2-(quinolin-3-yl)acetic acid (21168-40-1) + aniline (62-53-3)

Guidance literature:

With sulfuric acid; at 70 - 80 ℃; for 3h;

DOI:10.1248/cpb.29.3554

Reference yield:

3-bromoquinoline (5332-24-1) + t-butyl malonate (541-16-2) → 2-(quinolin-3-yl)acetic acid (21168-40-1)

Guidance literature:

t-butyl malonate; With potassium tert-butylate; palladium diacetate; In tetrahydrofuran; toluene; for 0.583333h;

3-bromoquinoline; In tetrahydrofuran; toluene; at 180 ℃; for 0.05h; Microwave irradiation;

With trifluoroacetic acid; In toluene; at 100 ℃; for 3h;

Reference yield:

3-(2-phenylethynyl)quinoline (70437-03-5) → 2-(quinolin-3-yl)acetic acid (21168-40-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 89 percent / H₂O / HgSO₄, conc. H₂SO₄ / acetone / 18 h

2: 1.) KOH, HONH₂*HCl / 1.) MeOH, water, 2.) MeOH, water, 21 h, reflux

3: 55 percent / PCl₅ / diethyl ether / 20 h / Ambient temperature; adding 0-5 deg C

4: 50 percent H₂SO₄ / 3 h / 70 - 80 °C

With potassium hydroxide; phosphorus pentachloride; sulfuric acid; hydroxylamine hydrochloride; water; sulfuric acid; mercury(II) sulfate; In diethyl ether; acetone;

DOI:10.1248/cpb.29.3554

upstream raw materials:

N-phenyl-3-quinolylacetamide

1-phenyl-2-(quinolin-3-yl)ethan-1-one

3-(2-phenylethynyl)quinoline

phenyl 3-quinolylmethyl ketone oxime

Refernces

• 1、 Konno,Shiraiwa,Yamanaka. "Studies on quinoline and isoquinoline derivatives. VIII. Hydration and hydrogenation of ethynyl substituents attached to the pyridine moiety of quinoline and isoquinoline rings". . p. 3554 - 3560. Retrieved 2007/10/02.