n-(3-Chlorophenyl)-4-methylbenzenesulfonamide

Base Information

• Chemical Name: n-(3-Chlorophenyl)-4-methylbenzenesulfonamide
• CAS No.: 19377-04-9
• Molecular Formula: C13H12 Cl N O2 S
• Molecular Weight: 281.763
• Hs Code.: 2935009090
• NSC Number: 105628
• DSSTox Substance ID: DTXSID60295814
• Nikkaji Number: J3.415.145H
• Wikidata: Q82035980
• Mol file: 19377-04-9.mol

Synonyms:n-(3-chlorophenyl)-4-methylbenzenesulfonamide;19377-04-9;N-(3-chlorophenyl)-4-methylbenzene-1-sulfonamide;N-(3-Chlorophenyl)-4-MethylbenzenesulfonaMide, 97per cent;NSC105628;NCIOpen2_007359;SCHEMBL14937571;DTXSID60295814;MFCD00592523;STK899557;AKOS001596311;NSC-105628;SB82211;CS-0328413;D84618;AE-641/02607024;SR-01000404599;SR-01000404599-1

Chemical Property of n-(3-Chlorophenyl)-4-methylbenzenesulfonamide

Chemical Property:

• Vapor Pressure: 4.24E-07mmHg at 25°C
• Boiling Point: 415.1°Cat760mmHg
• Flash Point: 204.8°C
• PSA: 54.55000
• Density: 1.362g/cm³
• LogP: 4.60300
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 281.0277275
• Heavy Atom Count: 18
• Complexity: 358

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)NC2=CC(=CC=C2)Cl

Technology Process of n-(3-Chlorophenyl)-4-methylbenzenesulfonamide

There total 13 articles about n-(3-Chlorophenyl)-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: 96.0%

3-Nitrochlorobenzene (121-73-3) + sodium 4-methylbenzenesulfinate (824-79-3) → N-(3-chlorophenyl)-4-methyl-benzenesulfonamide (19377-04-9)

Guidance literature:

With trans-N,N'-dimethyl-1,2-cyclohexyldiamine; sodium hydrogen sulfite; iron(II) chloride; In dimethyl sulfoxide; at 60 ℃; for 12h; Sealed tube; Inert atmosphere;

DOI:10.1021/acs.joc.5b00130

Reference yield: 87.0%

4-toluenesulfonyl azide (941-55-9) + 3-chlorophenylboronic acid (63503-60-6) → N-(3-chlorophenyl)-4-methyl-benzenesulfonamide (19377-04-9)

Guidance literature:

With air; Graphene supported-1-N-ferrocenylmethylimidazole-Copper complex; In ethanol; at 70 ℃; for 0.833333h; Catalytic behavior;

DOI:10.1002/aoc.4915

Reference yield: 84.0%

dibromamine-T (21849-40-1) + 3-chlorophenylboronic acid (63503-60-6) → N-(3-chlorophenyl)-4-methyl-benzenesulfonamide (19377-04-9)

Guidance literature:

With copper(l) iodide; 1,8-diazabicyclo[5.4.0]undec-7-ene; In ethanol; at 20 ℃; for 0.25h;

DOI:10.1016/j.tetlet.2017.11.033

upstream raw materials:

3-chloro-aniline

p-toluenesulfonyl chloride

3-iodochlorobenzene

toluene-4-sulfonamide

Downstream raw materials:

N-(3-chlorophenyl)-N-tosylbenzamide

N-(3-chlorophenyl)-4-nitro-N-tosylbenzamide

N-(3-chloro-4-nitrophenyl)-4-methylbenzenesulfonamide

N-(5-chloro-2-nitrophenyl)-4-methylbenzenesulfonamide

Refernces

• 1、 Jiang, Xiaolan,Zhang, Kaili,Zhao, Rongrong,Bai, Die,Wang, Jinlong,Li, Binbin,Liu, Qixing,Zhou, Haifeng. "Metal-free one-pot synthesis of N-arylsulfonamides from nitroarenes and sodium sulfinates in an aqueous medium". supporting information. . Retrieved 2020/09/10.
• 2、 Gajare, Shivanand,Jagadale, Megha,Naikwade, Altafhusen,Bansode, Prakash,Rashinkar, Gajanan. "Facile Chan-Lam coupling using ferrocene tethered N-heterocyclic carbene-copper complex anchored on graphene". . . Retrieved 2019/04/08.