2-Naphthalenesulfonanilide

Base Information

• Chemical Name: 2-Naphthalenesulfonanilide
• CAS No.: 1576-48-3
• Molecular Formula: C16H13 N O2 S
• Molecular Weight: 283.351
• NSC Number: 11357
• DSSTox Substance ID: DTXSID80279136
• Nikkaji Number: J807.964A
• Wikidata: Q82011498
• Mol file: 1576-48-3.mol

Synonyms:2-Naphthalenesulfonanilide;1576-48-3;N-Phenyl-2-naphthalenesulfonamide;2-Naphthalenesulfonamide, N-phenyl-;NAPHTHALENE-2-SULFONIC ACID PHENYLAMIDE;NSC11357;Sulfone, anilino-2-naphthyl;SCHEMBL20021987;DTXSID80279136;N-Phenyl-2-naphthalenesulfonamide #;NSC 11357;NSC-11357;AKOS002943630;SR-01000418199;SR-01000418199-1

Chemical Property of 2-Naphthalenesulfonanilide

Chemical Property:

• Vapor Pressure: 3.59E-09mmHg at 25°C
• Boiling Point: 474.5°C at 760 mmHg
• Flash Point: 240.8°C
• Density: 1.332g/cm³
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 283.06669983
• Heavy Atom Count: 20
• Complexity: 409

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)NS(=O)(=O)C2=CC3=CC=CC=C3C=C2

Technology Process of 2-Naphthalenesulfonanilide

There total 8 articles about 2-Naphthalenesulfonanilide 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: 98.0%

aniline (62-53-3) + 2-Naphthalenesulfonyl chloride (93-11-8) → naphthalene-2-sulfonic acid phenylamide (1576-48-3)

Guidance literature:

With pyridine; In dichloromethane; at 20 ℃; for 4h;

DOI:10.1021/acs.orglett.0c01490

Reference yield: 94.0%

nitrobenzene (98-95-3,26969-40-4) + 2-Naphthalenesulfonyl chloride (93-11-8) → naphthalene-2-sulfonic acid phenylamide (1576-48-3)

Guidance literature:

With iron; In water; for 0.833333h;

Reference yield: 94.0%

2-naphthalenesulphonyl azide (13407-52-8) + phenylboronic acid (98-80-6) → naphthalene-2-sulfonic acid phenylamide (1576-48-3)

Guidance literature:

With L-proline-functionalized MCM-41-immobilized-CuCl; air; In methanol; at 20 ℃; for 4h;

DOI:10.1039/c6ra04298h

upstream raw materials:

aniline

2-Naphthalenesulfonyl chloride

iodobenzene

2-naphthalenesulphonamide

Downstream raw materials:

4-chloro-aniline

2-Naphthalenethiol

aniline hydrobromide

ethyl 5-(naphthalene-2-sulfonamido)-2-phenylbenzofuran-3-carboxylate

Refernces

• 1、 Nyasse, Barthelemy,Grehn, Leif,Maia, Hernani L.S.,Monteiro, Luis S.,Ragnarsson, Ulf. "2-Naphthalenesulfonyl as a tosyl substitute for protection of amino functions. Cyclic voltammetry studies on model sulfonamides and their preparative cleavage by reduction". . p. 7135 - 7139. Retrieved 1999.
• 2、 Qian, Chao,Tang, Wenjun,Tang, Wenjun. "A Versatile Synthesis of Vinyl-Substituted Heterocycles via Regio- And Enantioselective Pd-Catalyzed Tandem Allylic Substitution". supporting information. p. 4483 - 4488. Retrieved 2020/06/05.
• 3、 Chen, Kai,Chen, Wei,Han, Bing,Chen, Wanzhi,Liu, Miaochang,Wu, Huayue. "Sequential C-S and S-N Coupling Approach to Sulfonamides". supporting information. p. 1841 - 1845. Retrieved 2020/03/04.