N-(2-bromophenyl)benzenesulfonamide

Base Information

• Chemical Name: N-(2-bromophenyl)benzenesulfonamide
• CAS No.: 21226-31-3
• Molecular Formula: C12H10BrNO2S
• Molecular Weight: 312.187
• Hs Code.: 2935009090
• NSC Number: 95709
• DSSTox Substance ID: DTXSID40294284
• Nikkaji Number: J2.658.206G
• Wikidata: Q82033504
• Mol file: 21226-31-3.mol

Synonyms:N-(2-bromophenyl)benzenesulfonamide;21226-31-3;NSC95709;(2-bromophenyl)(phenylsulfonyl)amine;starbld0006358;2'-bromobenzenesulfonanilide;Cambridge id 5112617;SCHEMBL5731180;DTXSID40294284;N-(Phenylsulfonyl)-2-bromoaniline;MFCD00541883;NSC 95709;NSC-95709;STK086082;AKOS000182735;N-(2-bromophenyl)-1-benzenesulfonamide;FT-0721249;AH-034/04668019;Z45619893

Chemical Property of N-(2-bromophenyl)benzenesulfonamide

Chemical Property:

• Boiling Point: 420.6°Cat760mmHg
• PKA: 8.09±0.10(Predicted)
• Flash Point: 208.2°C
• PSA: 54.55000
• Density: 1.603g/cm³
• LogP: 4.40370
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 310.96156
• Heavy Atom Count: 17
• Complexity: 333

Purity/Quality:

99% ^*data from raw suppliers

N-(2-bromophenyl)benzenesulfonamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)S(=O)(=O)NC2=CC=CC=C2Br

Technology Process of N-(2-bromophenyl)benzenesulfonamide

There total 5 articles about N-(2-bromophenyl)benzenesulfonamide 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: 86.0%

benzenesulfonyl chloride (98-09-9) + 2-bromoaniline (615-36-1) → N-(2-bromophenyl)-S-phenylsulfonamide (21226-31-3)

Guidance literature:

With pyridine; In tetrahydrofuran; Heating;

DOI:10.1021/ja00222a043

Reference yield: 70.0%

benzenesulfonamide (98-10-2) + sodium 2-bromobenzenesulfinate → N-(2-bromophenyl)-S-phenylsulfonamide (21226-31-3)

Guidance literature:

With dichloro bis(acetonitrile) palladium(II); silver(I) acetate; In 1,4-dioxane; dimethyl sulfoxide; at 120 ℃; for 24h; Inert atmosphere; Schlenk technique;

DOI:10.1080/00397911.2018.1452262

Reference yield: 43.0%

N-(1-(2-bromophenyl)ethyl)-N-fluorobenzenesulfonamide → N-(2-bromophenyl)-S-phenylsulfonamide (21226-31-3) + acetaldehyde (75-07-0,9002-91-9)

Guidance literature:

With formic acid; at 50 ℃;

DOI:10.1021/acs.joc.8b01841

upstream raw materials:

benzenesulfonyl chloride

2-bromoaniline

benzenesulfonamide

N-fluorobenzene sulfonamide

Downstream raw materials:

5-benzensulfonyl-5,6-dihydro-6-methoxycarbonylmethyl-7,9-dimethylphenanthridine

5-benzensulfonyl-5,6-dihydro-6-methoxycarbonylmethyl-7-methylphenanthridine

9-benzenesulfonyl-1-methyl-9H-carbazole

1-Benzenesulfonyl-2,3-dihydro-1H-indole-3-carbaldehyde

Refernces

• 1、 Wang, Han-Ying,Pu, Xiao-Qiu,Yang, Xian-Jin. "Rearrangement Reaction Based on the Structure of N-Fluoro- N-alkyl Benzenesulfonamide". . p. 13103 - 13110. Retrieved 2018/10/20.
• 2、 Ryokawa, Atsushi,Togo, Hideo. "Synthetic use of 1,1,2,2-tetraphenyldisilane for the preparation of biaryls through the intramolecular free radical ipso-substitution of N-(2-bromoaryl)arenesulfonamides". . p. 5915 - 5921. Retrieved 2007/10/03.