4-Chloro-n-ethylbenzenesulfonamide

Base Information

• Chemical Name: 4-Chloro-n-ethylbenzenesulfonamide
• CAS No.: 6318-34-9
• Molecular Formula: C8H10ClNO2S
• Molecular Weight: 219.6885
• Hs Code.: 2935909099
• NSC Number: 31090
• DSSTox Substance ID: DTXSID60979162
• Wikidata: Q82964708
• Mol file: 6318-34-9.mol

Synonyms:4-chloro-n-ethylbenzenesulfonamide;6318-34-9;4-chloro-N-ethylbenzene-1-sulfonamide;NSC31090;SCHEMBL6505407;DTXSID60979162;MFCD01211969;NSC-31090;STL169960;AKOS002288680;AS-8433;SB79444;CS-0298716;EN300-1452950;AG-690/11632138;Z45528324

Chemical Property of 4-Chloro-n-ethylbenzenesulfonamide

Chemical Property:

• Vapor Pressure: 0.00023mmHg at 25°C
• Boiling Point: 325.5°C at 760 mmHg
• Flash Point: 150.6°C
• PSA: 54.55000
• Density: 1.303g/cm³
• LogP: 3.10990
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 219.0120774
• Heavy Atom Count: 13
• Complexity: 239

Purity/Quality:

99% ^*data from raw suppliers

4-Chloro-N-ethylbenzenesulfonamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCNS(=O)(=O)C1=CC=C(C=C1)Cl

Technology Process of 4-Chloro-n-ethylbenzenesulfonamide

There total 5 articles about 4-Chloro-n-ethylbenzenesulfonamide 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: 49.0%

2-(4-chlorobenzenesulfonylamino)ethyl bromide (151389-59-2) → N-ethyl-4-chlorobenzenesulfonamide (6318-34-9) + 6-chloro-3,4-dihydro-2H-benzo[e][1,2]thiazine 1,1-dioxide (645393-28-8)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In benzene; for 12h; Heating;

DOI:10.1039/b303728b

Reference yield: 23.0%

ethylamine (75-04-7,85404-22-4) + 2-(4-chlorobenzenesulfonyl)-4,5-dichloropyridazin-3-one (155164-60-6) → N-ethyl-4-chlorobenzenesulfonamide (6318-34-9) + 4-chloro-2-(4-chloro-benzenesulfonyl)-5-ethylamino-2H-pyridazin-3-one

Guidance literature:

In tetrahydrofuran; at 20 - 22 ℃; for 2h;

DOI:10.1002/jhet.5570390129

Reference yield:

4-chlorobenzenesulfonyl chloride (98-60-2) → N-ethyl-4-chlorobenzenesulfonamide (6318-34-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 96 percent / Et₃N / CH₂Cl₂ / 0.08 h / ice-cooling

2: 49 percent / AIBN; Bu₃SnH / benzene / 12 h / Heating

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; triethylamine; In dichloromethane; benzene;

DOI:10.1039/b303728b

upstream raw materials:

ethylamine

4-chlorobenzenesulfonyl chloride

2-(4-chlorobenzenesulfonyl)-4,5-dichloropyridazin-3-one

2-(4-chlorobenzenesulfonylamino)ethyl bromide

Downstream raw materials:

4-chloro-N-ethyl-N-[(propylamino)carbonyl]benzenesulfonamid

<(4-chlorophenyl)sulfonyl>ethylcarbamic acid ethyl ester

Refernces

• 1、 Kweon, Deok-Heon,Kim, Ho-Kyun,Kim, Jeum-Jong,Chung, Hyun A.,Woo, Song Lee,Kim, Sung-Kyu,Yoon, Yong-Jin. "Arenesulfonylheterocycles (I): Synthesis and reactions of 2-benzenesulfonyl-4,5-dichloropyridazin-3-ones with amines". . p. 203 - 211. Retrieved 2007/10/03.