3-Methyl-8-quinolinesulfonic acid

Base Information

• Chemical Name: 3-Methyl-8-quinolinesulfonic acid
• CAS No.: 153886-69-2
• Molecular Formula: C10H9NO3S
• Molecular Weight: 223.252
• DSSTox Substance ID: DTXSID20598555
• Wikidata: Q82494326
• Mol file: 153886-69-2.mol

Synonyms:3-METHYL-8-QUINOLINESULFONIC ACID;153886-69-2;3-Methylquinoline-8-sulfonic Acid;C10H9NO3S;Ethyl-imidazolidinetrione;SCHEMBL2997901;3-Methylquinoline-8-sulfonicAcid;DTXSID20598555;BTBNYOKJERLLQI-UHFFFAOYSA-N;3-methylquinoline-8-sulphonic acid;3-Methyl-8-Quinoline Sulfonic Acid;MFCD07369543;AM803261;DB-064004;CS-0165411;W10637;J-009054;3-Methyl-8-quinolinesulfonic Acid (Argatroban Impurity pound(c);153340-70-6

Chemical Property of 3-Methyl-8-quinolinesulfonic acid

Chemical Property:

• PKA: -1.79±0.40(Predicted)
• PSA: 75.64000
• Density: 1.432±0.06 g/cm3(Predicted)
• LogP: 2.87070
• XLogP3: 1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 223.03031432
• Heavy Atom Count: 15
• Complexity: 322

Purity/Quality:

98%Min ^*data from raw suppliers

3-Methyl-8-quinolinesulfonic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC2=C(C(=CC=C2)S(=O)(=O)O)N=C1
• Uses: 3-Methyl-8-quinolinesulfonic Acid (cas# 153886-69-2) is a compound useful in organic synthesis.

Technology Process of 3-Methyl-8-quinolinesulfonic acid

There total 2 articles about 3-Methyl-8-quinolinesulfonic 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: 96.0%

3-methylquinoline (612-58-8) → 3-methyl-8-quinolinesulfonic acid (153886-69-2)

Guidance literature:

3-methylquinoline; With chlorosulfonic acid; at 140 ℃;

With water;

DOI:10.1016/j.bmc.2004.01.016

Reference yield:

2-amino-1-benzenesulfonic acid (88-21-1) + propionaldehyde (123-38-6) → 3-methyl-8-quinolinesulfonic acid (153886-69-2)

Guidance literature:

propionaldehyde; With formaldehyd; at 50 ℃; for 3h;

2-amino-1-benzenesulfonic acid; With aluminum (III) chloride; at 80 ℃; for 7h; Temperature; Reagent/catalyst;

Reference yield: 69.0%

3-methyl-8-quinolinesulfonic acid (153886-69-2) → 1,2,3,4-tetrahydro-3-methyl-8-quinolinesulfonic acid (153886-68-1)

Guidance literature:

With hydrogenchloride; hydrogen; Rh on carbon; at 70 ℃; for 16h;

DOI:10.1016/j.bmc.2004.01.016

upstream raw materials:

3-methylquinoline

2-amino-1-benzenesulfonic acid

propionaldehyde

Downstream raw materials:

1,2,3,4-tetrahydro-3-methyl-8-quinolinesulfonic acid

(2S)-2-[(1,2,3,4-tetrahydro-3-methyl-8-quinolinyl)sulfonyl]amino-5-[5-methyl-1-(triphenylmethyl)-1H-imidazol-4-yl]-pentanoic acid

(2S)-2-[(1,2,3,4-tetrahydro-3-methyl-8-quinolinyl)sulfonyl]amino-5-[5-methyl-1-(triphenylmethyl)-1H-imidazol-4-yl]-pentanoic acid 1,1-dimethylethyl ester

(2R,4R)-4-methyl-1-[(2S)-5-[5-methyl-1-(triphenylmethyl)-1H-imidazol-4-yl]-1-oxo-2-[(1,2,3,4-tetrahydro-3-methyl-8-quinolinyl)sulfonyl]amino-pentyl]-2-piperidinecarboxylic acid ethyl ester

Refernces

• 1、 Altenburger, Jean-Michel,Lassalle, Gilbert Y.,Matrougui, Mostapha,Galtier, Daniel,Jetha, Jean-Claude,Bocskei, Zsolt,Berry, Christopher N.,Lunven, Catherine,Lorrain, Janine,Herault, Jean-Pascal,Schaeffer, Paul,O'Connor, Stephen E.,Herbert, Jean-Marc. "SSR182289A, a selective and potent orally active thrombin inhibitor". . p. 1713 - 1730. Retrieved 2007/10/03.