7-Chloro-2-hydroxyquinoline

Base Information

• Chemical Name: 7-Chloro-2-hydroxyquinoline
• CAS No.: 22614-72-8
• Molecular Formula: C9H6ClNO
• Molecular Weight: 179.606
• Hs Code.: 2933499090
• Mol file: 22614-72-8.mol

Synonyms:Carbostyril,7-chloro- (8CI);7-Chloro-2(1H)-quinolinone;NSC400874;

Chemical Property of 7-Chloro-2-hydroxyquinoline

Chemical Property:

• Vapor Pressure: 2.05E-05mmHg at 25°C
• Melting Point: 296-297 °C
• Refractive Index: 1.608
• Boiling Point: 386.516 °C at 760 mmHg
• PKA: 10.91±0.70(Predicted)
• Flash Point: 187.558 °C
• PSA: 32.86000
• Density: 1.412 g/cm³
• LogP: 2.18150
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

99% ^*data from raw suppliers

7-Chloro-2-hydroxyquinoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 7-Chloro-2-hydroxyquinoline

There total 10 articles about 7-Chloro-2-hydroxyquinoline 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: 52.0%

7-chloro-4-<(methoxycarbonyl)methyl>-3-nitro-3,4-dihydro-2(1H)-quinolone → 7-chloroquinolin-2(1H)-one (22614-72-8)

Guidance literature:

With sodium hydroxide; In methanol; for 14h; Ambient temperature;

Reference yield:

2-bromo-7-chloroquinoline → 7-chloroquinolin-2(1H)-one (22614-72-8)

Guidance literature:

With acetic acid; In water; at 160 ℃; for 0.416667h; Microwave irradiation; Sealed tube;

Reference yield:

4-Chloro-2-nitrobenzaldehyde (5551-11-1) → 7-chloroquinolin-2(1H)-one (22614-72-8)

Guidance literature:

Multi-step reaction with 6 steps

1: 98 percent / toluene / 1 h / Heating

2: 71 percent / Zn, glacial AcOH / ethanol / 4 h / 60 °C

3: Et₃N / tetrahydrofuran; toluene / 0.33 h / 0 °C

4: 1.) t-BuOK / 1.) THF, 0 deg C, 2.) THF, toluene, 0 deg C, 1 h

5: 14 percent / NaH / methanol / 14 h / Ambient temperature

6: 52 percent / aq. NaOH / methanol / 14 h / Ambient temperature

With sodium hydroxide; potassium tert-butylate; sodium hydride; acetic acid; triethylamine; zinc; In tetrahydrofuran; methanol; ethanol; toluene;

upstream raw materials:

4,7-dichloro-quinolin-2-ol

(E)-N-(3-chlorophenyl)-3-ethoxypropenamide

4-Chloro-2-nitrobenzaldehyde

methyl trans-4-chloro-2-aminocinnamate

Downstream raw materials:

7-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-quinolin-2-one

N⁴,N⁴-diethyl-N¹-(7-chloro-[2]quinolyl)-1-methyl-butanediyldiamine

methyl D,L-2-<3-<(7-chloroquinolinyl)thio>phenoxy>propanoate

2-[3-(7-Chloro-quinolin-2-ylsulfanyl)-phenoxy]-propionic acid

Refernces

• 1、 Zaragoza, Florencio,Stephensen, Henrik,Peschke, Bernd,Rimvall, Karin. "2-(4-Alkylpiperazin-1-yl)quinolines as a new class of imidazole-free histamine H3 receptor antagonists". . p. 306 - 311. Retrieved 2007/10/03.