N-(3-chloropropyl)-4-methylbenzenesulfonamide

Base Information

• Chemical Name: N-(3-chloropropyl)-4-methylbenzenesulfonamide
• CAS No.: 13379-99-2
• Molecular Formula: C10H14ClNO2S
• Molecular Weight: 247.746
• DSSTox Substance ID: DTXSID401251436
• Nikkaji Number: J1.406.599G
• Mol file: 13379-99-2.mol

Synonyms:N-(3-chloropropyl)-4-methylbenzenesulfonamide;13379-99-2;SCHEMBL9876657;DTXSID401251436

Chemical Property of N-(3-chloropropyl)-4-methylbenzenesulfonamide

Chemical Property:

• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 247.0433776
• Heavy Atom Count: 15
• Complexity: 266

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of N-(3-chloropropyl)-4-methylbenzenesulfonamide

There total 8 articles about N-(3-chloropropyl)-4-methylbenzenesulfonamide 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: 90.5%

3-chloropropylamine hydrochloride (6276-54-6) + p-toluenesulfonyl chloride (98-59-9) → N-(3-chloropropyl)-4-methylbenzenesulfonamide (13379-99-2)

Guidance literature:

With triethylamine; In acetonitrile; at 60 - 70 ℃; for 3h; Inert atmosphere; Schlenk technique; Glovebox;

DOI:10.1021/jacs.8b10326

Reference yield: 79.0%

N-(3-iodo-propyl)-4-methyl-benzenesulfonamide (13380-02-4) → N-(3-chloropropyl)-4-methylbenzenesulfonamide (13379-99-2)

Guidance literature:

With 1,10-Phenanthroline; iron(II) chloride; In acetonitrile; at 60 ℃; for 0.5h;

DOI:10.1002/bkcs.11453

Reference yield:

N-(3-bromo-propyl)-4-methyl-benzenesulfonamide (3245-95-2) → N-(3-chloropropyl)-4-methylbenzenesulfonamide (13379-99-2)

Guidance literature:

With lithium chloride; In dimethyl sulfoxide; at 100 ℃; for 6h;

upstream raw materials:

3-[N-(4-methylphenylsulfonyl)amino]propan-1-ol

N-(3-bromo-propyl)-4-methyl-benzenesulfonamide

1-chloro-3-hydroxypropane

sodium p-toluenesulfonamide

Downstream raw materials:

1-(toluene-4-sulfonyl)azetidine

S-<3-(p-Tolylsulfonylamino)propyl>xanthogensaeure-ethylester

N-tosylpyrrolidinone

C₁₄H₁₈INO₄S