1,2,3,4-Tetrahydroquinoline-6-sulfonamide

Base Information

• Chemical Name: 1,2,3,4-Tetrahydroquinoline-6-sulfonamide
• CAS No.: 30059-39-3
• Molecular Formula: C₉H₁₂N₂O₂S
• Molecular Weight: 212.272
• Hs Code.: 2935009090
• ChEMBL ID: CHEMBL2333965
• DSSTox Substance ID: DTXSID00585382
• Nikkaji Number: J3.074.578G
• Pharos Ligand ID: 8W35VK34A4WX
• Wikidata: Q82477331
• Mol file: 30059-39-3.mol

Synonyms:1,2,3,4-tetrahydroquinoline-6-sulfonamide;30059-39-3;CHEMBL2333965;SCHEMBL4162141;DTXSID00585382;QHENAAWCTFTYNS-UHFFFAOYSA-N;BDBM50428398;MFCD08444269;AKOS005605932;EN300-24480;G56366;Z198115550

Chemical Property of 1,2,3,4-Tetrahydroquinoline-6-sulfonamide

Chemical Property:

• PSA: 80.57000
• LogP: 2.61120
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 212.06194880
• Heavy Atom Count: 14
• Complexity: 296

Purity/Quality:

97% ^*data from raw suppliers

1,2,3,4-tetrahydroquinoline-6-sulfonamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2=C(C=CC(=C2)S(=O)(=O)N)NC1

Technology Process of 1,2,3,4-Tetrahydroquinoline-6-sulfonamide

There total 4 articles about 1,2,3,4-Tetrahydroquinoline-6-sulfonamide 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: 92.0%

4-(N-allylamino)benzenesulfonamide (858808-65-8) → 1,2,3,4-tetrahydroquinoline-6-sulfonamide (30059-39-3)

Guidance literature:

With hydrogen fluoride; antimony pentafluoride; at 0 ℃; for 1h; regioselective reaction;

DOI:10.1039/c2cc32246c

Reference yield:

C11H11F3N2O3S → 1,2,3,4-tetrahydroquinoline-6-sulfonamide (30059-39-3)

Guidance literature:

With methanol; water; potassium carbonate;

DOI:10.1021/ja910275u

Reference yield:

4-fluorophenylsulphonamide (402-46-0) → 1,2,3,4-tetrahydroquinoline-6-sulfonamide (30059-39-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 336 h / 110 °C / Sealed tube

2: hydrogen fluoride; antimony pentafluoride / 1 h / 0 °C

With hydrogen fluoride; antimony pentafluoride;

DOI:10.1016/j.bmc.2012.05.037

upstream raw materials:

4-(N-allylamino)benzenesulfonamide

4-fluorophenylsulphonamide

Refernces

• 1、 Compain, Guillaume,Bonneau, Celine,Martin-Mingot, Agnes,Thibaudeau, Sebastien. "Selective anti-markovnikov cyclization and hydrofluorination reaction in superacid HF/SbF5: A tool in the design of nitrogen-containing (fluorinated) polycyclic systems". . p. 4463 - 4472. Retrieved 2013/06/05.
• 2、 Young, Douglas D.,Connelly, Colleen M.,Grohmann, Christoph,Deiters, Alexander. "Small molecule modifiers of MicroRNA miR-122 function for the treatment of hepatitis C Virus infection and hepatocellular carcinoma". supporting information; experimental part. p. 7976 - 7981. Retrieved 2010/08/05.