6-Iodo-8-methyl-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

Base Information

• Chemical Name: 6-Iodo-8-methyl-4-oxo-1,4-dihydroquinoline-3-carboxylic acid
• CAS No.: 773865-48-8
• Molecular Formula: C₁₁H₈INO₃
• Molecular Weight: 329.094
• Hs Code.: 2933499090
• DSSTox Substance ID: DTXSID10352764
• Wikidata: Q82130090
• Mol file: 773865-48-8.mol

Synonyms:773865-48-8;6-Iodo-8-methyl-4-oxo-1,4-dihydroquinoline-3-carboxylic acid;6-iodo-8-methyl-4-oxo-1H-quinoline-3-carboxylic Acid;6-Iodo-8-methyl-4-oxo-1,4-dihydro-3-quinolinecarboxylic acid;6-iodo-8-methyl-4-oxo-1,4-dihydroquinoline-3-carboxylicacid;SCHEMBL5320553;DTXSID10352764;1,4-Dihydro-6-iodo-8-methyl-4-oxoquinoline-3-carboxylic acid;CS-M0302;YFB86548;MFCD06009652;AKOS002670081;GD-0093;SB72394;J-518810;4-hydroxy-6-iodo-8-methylquinoline-3-carboxylic acid

Chemical Property of 6-Iodo-8-methyl-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

Chemical Property:

• Melting Point: 299(dec)°
• PSA: 70.16000
• LogP: 2.13930
• Storage Temp.: 2-8°C
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 328.95489
• Heavy Atom Count: 16
• Complexity: 366

Purity/Quality:

98%min ^*data from raw suppliers

1,4-Dihydro-6-iodo-8-methyl-4-oxoquinoline-3-carboxylic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=CC2=C1NC=C(C2=O)C(=O)O)I

Technology Process of 6-Iodo-8-methyl-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

There total 3 articles about 6-Iodo-8-methyl-4-oxo-1,4-dihydroquinoline-3-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:

ethyl 6-iodo-8-methyl-4-oxo-1,4-dihydroquinoline-3-carboxylate (951006-39-6) → 6-iodo-8-methyl-4-oxo-1,4-dihydroquinoline-3-carboxylic acid (773865-48-8)

Guidance literature:

ethyl 6-iodo-8-methyl-4-oxo-1,4-dihydroquinoline-3-carboxylate; With sodium hydroxide; water; In ethanol; for 1h; Heating / reflux;

With hydrogenchloride; In ethanol; water; pH=2;

Reference yield:

4-iodo-2-methylaniline (13194-68-8) → 6-iodo-8-methyl-4-oxo-1,4-dihydroquinoline-3-carboxylic acid (773865-48-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 1 h / 100 °C

2.1: diphenylether / 0.75 h / 250 °C

3.1: sodium hydroxide / water; ethanol / 1 h / Reflux

3.2: 20 °C

With sodium hydroxide; In diphenylether; ethanol; water;

DOI:10.1111/cbdd.12443

Reference yield:

diethyl 2-(((4-iodo-2-methylphenyl)amino)methylene)malonate (951006-38-5) → 6-iodo-8-methyl-4-oxo-1,4-dihydroquinoline-3-carboxylic acid (773865-48-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: diphenylether / 0.75 h / 250 °C

2.1: sodium hydroxide / water; ethanol / 1 h / Reflux

2.2: 20 °C

With sodium hydroxide; In diphenylether; ethanol; water;

DOI:10.1111/cbdd.12443

upstream raw materials:

ethyl 6-iodo-8-methyl-4-oxo-1,4-dihydroquinoline-3-carboxylate

4-iodo-2-methylaniline

diethyl 2-(((4-iodo-2-methylphenyl)amino)methylene)malonate

Downstream raw materials:

6-iodo-4-((3-methoxyphenyl)amino)-8-methylquinoline-3-carboxamide

methyl 3-(3-carbamoyl-4-(3-methoxyphenylamino)-8-methylquinolin-6-ylthio)benzoate

methyl 3-[[3-carbamoyl-4-[(3-methoxyphenyl)amino]-8-methylquinolin-6-yl]sulfonyl]benzoate

3-[[3-carbamoyl-4-[(3-methoxyphenyl)amino]-8-methylquinolin-6-yl]sulfonyl]benzoic acid

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