N-(3-(Chloromethyl)phenyl)methanesulfonamide

Base Information

• Chemical Name: N-(3-(Chloromethyl)phenyl)methanesulfonamide
• CAS No.: 362529-31-5
• Molecular Formula: C8H10 Cl N O2 S
• Molecular Weight: 219.692
• Hs Code.: 2935009090
• DSSTox Substance ID: DTXSID50453481
• Wikidata: Q82274625
• Mol file: 362529-31-5.mol

Synonyms:362529-31-5;N-(3-(Chloromethyl)phenyl)methanesulfonamide;N-[3-(chloromethyl)phenyl]methanesulfonamide;N-(3-CHLOROMETHYL-PHENYL)-METHANESULFONAMIDE;SCHEMBL242060;DTXSID50453481;WLYKULGSHTZUOM-UHFFFAOYSA-N;MFCD05663972;AKOS014365381;AB22092;N-(3-Chloromethylphenyl)methanesulfonamide;F18187;N-(3-chloromethyl-phenyl)-methane-sulphonamide;Methanesulfonamide, N-[3-(chloromethyl)phenyl]-;A823175

Chemical Property of N-(3-(Chloromethyl)phenyl)methanesulfonamide

Chemical Property:

• Boiling Point: 349.2±44.0 °C(Predicted)
• PKA: 8.31±0.10(Predicted)
• PSA: 54.55000
• Density: 1.393±0.06 g/cm3(Predicted)
• LogP: 2.95070
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 219.0120774
• Heavy Atom Count: 13
• Complexity: 247

Purity/Quality:

99.3% ^*data from raw suppliers

N-(3-Chloromethyl-phenyl)-methanesulfonamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CS(=O)(=O)NC1=CC=CC(=C1)CCl

Technology Process of N-(3-(Chloromethyl)phenyl)methanesulfonamide

There total 3 articles about N-(3-(Chloromethyl)phenyl)methanesulfonamide 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: 76.0%

3-aminobenzenemethanol (1877-77-6) + methanesulfonyl chloride (124-63-0) → N-[3-(chloromethyl)phenyl]methanesulfonamide (362529-31-5)

Guidance literature:

With 2,6-dimethylpyridine; lithium chloride; In N,N-dimethyl-formamide; at 20 ℃; for 5h;

DOI:10.1021/jm030089u

Reference yield: 35.0%

3-(chloromethyl)aniline hydrochloride (145883-50-7) + methanesulfonyl chloride (124-63-0) → N-[3-(chloromethyl)phenyl]methanesulfonamide (362529-31-5)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 20 ℃; for 2h;

Reference yield:

3-aminobenzenemethanol (1877-77-6) → N-[3-(chloromethyl)phenyl]methanesulfonamide (362529-31-5)

Guidance literature:

Multi-step reaction with 2 steps

1: thionyl chloride / dichloromethane / 0 - 20 °C

2: triethylamine / tetrahydrofuran / 2 h / 20 °C

With thionyl chloride; triethylamine; In tetrahydrofuran; dichloromethane;

upstream raw materials:

3-aminobenzenemethanol

methanesulfonyl chloride

3-(chloromethyl)aniline hydrochloride

Downstream raw materials:

C₂₁H₁₇N₅O₂S₂

N-(3-aminomethylphenyl)-methanesulfonamide

N-[3-(azidomethyl)phenyl]methanesulfonamide

Refernces

• 1、 -. "PHOSPHODIESTERASE-4 INHIBITORS BELONGING TO THE TERTIARY AMINE CLASS". Page/Page column 8. . Retrieved 2009/10/21.