Hexanamide, 6-[[(4-methylphenyl)sulfonyl]amino]-

Base Information

• Chemical Name: Hexanamide, 6-[[(4-methylphenyl)sulfonyl]amino]-
• CAS No.: 100800-85-9
• Molecular Formula: C13H20N2O3S
• Molecular Weight: 284.379
• DSSTox Substance ID: DTXSID90368702
• Wikidata: Q82155451
• ChEMBL ID: CHEMBL1382400
• Mol file: 100800-85-9.mol

Synonyms:Hexanamide, 6-[[(4-methylphenyl)sulfonyl]amino]-;100800-85-9;SMR000150510;MLS000570718;CHEMBL1382400;DTXSID90368702;HMS2341L20;AKOS001090990;SR-01000061054;SR-01000061054-1;Z57050526

Chemical Property of Hexanamide, 6-[[(4-methylphenyl)sulfonyl]amino]-

Chemical Property:

• XLogP3: 1.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 8
• Exact Mass: 284.11946368
• Heavy Atom Count: 19
• Complexity: 368

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)NCCCCCC(=O)N

Technology Process of Hexanamide, 6-[[(4-methylphenyl)sulfonyl]amino]-

There total 5 articles about Hexanamide, 6-[[(4-methylphenyl)sulfonyl]amino]- 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: 60.0%

Tosyl-ε-aminocapronsaeure (78521-39-8) → 6-(4-methylphenylsulfonamido)hexanamide (100800-85-9)

Guidance literature:

With urea; at 180 - 200 ℃; for 4h;

Reference yield: 50.0%

1-(4-Methylbenzene)sulfonyl-2H-hexahydroazepin-2-one (23438-55-3) → 6-(4-methylphenylsulfonamido)hexanamide (100800-85-9)

Guidance literature:

With ammonium carbonate; In dimethyl sulfoxide; at 40 ℃; for 36h;

DOI:10.1021/acs.orglett.0c00958

Reference yield:

caprolactam (105-60-2,9012-16-2) + p-toluenesulfonyl chloride (98-59-9) → 6-(4-methylphenylsulfonamido)hexanamide (100800-85-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 0.33 h / 0 °C / Inert atmosphere

1.2: 0 - 20 °C / Inert atmosphere

2.1: ammonium carbonate / dimethyl sulfoxide / 36 h / 40 °C

With n-butyllithium; ammonium carbonate; In tetrahydrofuran; hexane; dimethyl sulfoxide;

DOI:10.1021/acs.orglett.0c00958

upstream raw materials:

Tosyl-ε-aminocapronsaeure

p-toluenesulfonyl chloride

6-aminohexanoic acid

caprolactam

Downstream raw materials:

N-(5-Amino-pentyl)-4-methyl-benzenesulfonamide; hydrochloride

Refernces

• 1、 Pavlidis, V. H.,Chan, E. D.,Pennington, L.,McParland, M.,Whitehead, M.. "SYNTHESIS OF ALIPHATIC AMINES RELATED TO MONODANSYLCADAVERINE VIA THE OXIDATIVE REARRANGEMENT OF ALIPHATIC AMIDES WITH PHENYL IODOSYL BIS(TRIFLUOROACETATE)". . p. 1615 - 1624. Retrieved 2007/10/02.