7-Fluoro-1-methyl-5-oxo-8-(1-piperazinyl)-5H-thiazolo(3,2-a)quinoline-4-carboxylic acid

Base Information

• Chemical Name: 7-Fluoro-1-methyl-5-oxo-8-(1-piperazinyl)-5H-thiazolo(3,2-a)quinoline-4-carboxylic acid
• CAS No.: 84339-08-2
• Molecular Formula: C₁₇H₁₆FN₃O₃S
• Molecular Weight: 361.397
• DSSTox Substance ID: DTXSID10233302
• Nikkaji Number: J360.676G
• Wikidata: Q83114763
• ChEMBL ID: CHEMBL31199
• Mol file: 84339-08-2.mol

Synonyms:84339-08-2;7-Fluoro-1-methyl-5-oxo-8-(1-piperazinyl)-5H-thiazolo(3,2-a)quinoline-4-carboxylic acid;5H-Thiazolo(3,2-a)quinoline-4-carboxylic acid, 7-fluoro-1-methyl-5-oxo-8-(1-piperazinyl)-, hydrate (2:1);CHEMBL31199;SCHEMBL10740047;DTXSID10233302;C17H16FN3O3S.1/2H2O;LS-152166;C17-H16-F-N3-O3-S.1/2H2-O;7-Fluoro-1-methyl-8-(1-piperazinyl)-5-oxo-5H-thiazolo[3,2-a]quinoline-4-carboxylic acid

Chemical Property of 7-Fluoro-1-methyl-5-oxo-8-(1-piperazinyl)-5H-thiazolo(3,2-a)quinoline-4-carboxylic acid

Chemical Property:

• Vapor Pressure: 1.27E-14mmHg at 25°C
• Boiling Point: 587°C at 760 mmHg
• Flash Point: 308.8°C
• PSA: 102.29000
• Density: 1.57g/cm³
• LogP: 2.46330
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 2
• Exact Mass: 361.08964072
• Heavy Atom Count: 25
• Complexity: 674

Purity/Quality:

99% ^*data from raw suppliers

5H-THIAZOLO(3,2-A)QUINOLINE-4-CARBOXYLIC ACID, 7-FLUORO-1-METHYL-5-OXO-8-(1-PIPERAZINYL)-, HYDRATE (2:1) 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CSC2=C(C(=O)C3=CC(=C(C=C3N12)N4CCNCC4)F)C(=O)O

Technology Process of 7-Fluoro-1-methyl-5-oxo-8-(1-piperazinyl)-5H-thiazolo(3,2-a)quinoline-4-carboxylic acid

There total 21 articles about 7-Fluoro-1-methyl-5-oxo-8-(1-piperazinyl)-5H-thiazolo(3,2-a)quinoline-4-carboxylic 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: 73.0%

piperazine (110-85-0) + 7,8-difluoro-1-methyl-5-oxo-5H-thiazolo[3,2-a]-quinoline-4-carboxylic acid (84339-07-1) → 7-fluoro-1-methyl-5-oxo-8-(1-piperazinyl)-5H-thiazolo<3,2-a>quinoline-4-carboxylic acid (84339-08-2)

Guidance literature:

In pyridine; at 100 ℃; for 2h;

DOI:10.1002/jhet.5570290514

Reference yield:

piperazine (110-85-0) + potassium carbonate (584-08-7) + 7,8-difluoro-1-methyl-5-oxo-5H-thiazolo[3,2-a]-quinoline-4-carboxylic acid (84339-07-1) → 7-fluoro-1-methyl-5-oxo-8-(1-piperazinyl)-5H-thiazolo<3,2-a>quinoline-4-carboxylic acid (84339-08-2)

Guidance literature:

With pyridine;

Reference yield:

3-chloro-4-fluorophenylamine (367-21-5) → 7-fluoro-1-methyl-5-oxo-8-(1-piperazinyl)-5H-thiazolo<3,2-a>quinoline-4-carboxylic acid (84339-08-2)

Guidance literature:

Multi-step reaction with 10 steps

1: 0 °C

2: triethylamine, ethyl chloroformate / CHCl₃ / 3.5 h / Ambient temperature

3: 1.) sodium hydride / 1.) THF, RT, 1 h, 2.) THF, RT, 1 h

4: dimethylformamide / 2 h / Ambient temperature

5: diphenyl ether / 0.2 h / 250 °C

6: 84 percent / trifluoromethanesulfonic acid, trifluoroacetic acid, anisole / 2 h / Ambient temperature

7: 1.) sodium / 1.) ethanol, 0 de C,1,5 h, 2.) ethanol, RT, 3,5 h

8: 72 percent / conc. sulfuric acid / 1 h / 0 °C

9: 88 percent / sodium hydroxide, water / ethanol / 2 h / Heating

10: 13 percent / pyridine / 55 h / Heating

With sodium hydroxide; trifluorormethanesulfonic acid; sulfuric acid; water; sodium; chloroformic acid ethyl ester; sodium hydride; methoxybenzene; triethylamine; trifluoroacetic acid; In pyridine; diphenylether; ethanol; chloroform; N,N-dimethyl-formamide;

DOI:10.1002/jhet.5570290514

upstream raw materials:

piperazine

7,8-difluoro-1-methyl-5-oxo-5H-thiazolo[3,2-a]-quinoline-4-carboxylic acid

8-chloro-7-fluoro-1-methyl-5-oxo-5H-thiazolo<3,2-a>quinoline-4-carboxylic acid

3-chloro-4-fluorophenylamine

Refernces

• 1、 -. "Olinecarboxylic acid derivatives". . . Retrieved 2008/06/13.