Naphthalene-2-sulfonamide

Base Information

• Chemical Name: Naphthalene-2-sulfonamide
• CAS No.: 1576-47-2
• Molecular Formula: C10H9 N O2 S
• Molecular Weight: 207.253
• Hs Code.: 2935009090
• European Community (EC) Number: 626-852-9
• NSC Number: 31057
• DSSTox Substance ID: DTXSID10283362
• Nikkaji Number: J623.184E
• Wikidata: Q82017902
• ChEMBL ID: CHEMBL1427894
• Mol file: 1576-47-2.mol

Synonyms:Naphthalene-2-sulfonamide;1576-47-2;2-Naphthalenesulfonamide;MLS000737624;MFCD00051931;Naphthalene-2-sulphonamide;MUE;NSC31057;2-naphtylsulfonamide;Enamine_005914;I(2)-Naphthalinsulfonamid;Oprea1_570471;Oprea1_645563;SCHEMBL193716;CHEMBL1427894;Naphthalene-2-sulfonamide, 97%;DTXSID10283362;HMS1410M18;HMS2761I16;BAA57647;NSC-31057;AKOS001025780;IDI1_008149;s11962;AS-10561;SMR000393794;SY238127;CS-0188831;FT-0613116;EN300-01212;AB00088428-01;A883484;SR-01000212493;J-009432;SR-01000212493-1;Z45415553;F0808-2048

Chemical Property of Naphthalene-2-sulfonamide

Chemical Property:

• Vapor Pressure: 2.18E-07mmHg at 25°C
• Melting Point: 215-219oC(lit.)
• Refractive Index: 1.666
• Boiling Point: 423.8oC at 760 mmHg
• PKA: 10.08±0.30(Predicted)
• Flash Point: 210.1oC
• PSA: 68.54000
• Density: 1.359g/cm3
• LogP: 3.26830
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 207.03539970
• Heavy Atom Count: 14
• Complexity: 294

Purity/Quality:

98%,99%, ^*data from raw suppliers

Naphthalene-2-Sulfonamide ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C2C=C(C=CC2=C1)S(=O)(=O)N

Technology Process of Naphthalene-2-sulfonamide

There total 16 articles about Naphthalene-2-sulfonamide 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: 93.0%

2-naphthalenesulphonyl azide (13407-52-8) → 2-naphthalenesulphonamide (1576-47-2)

Guidance literature:

With Zn(BH₄)2(Ph₃P)2; In tetrahydrofuran; at 20 ℃; for 0.17h;

DOI:10.1080/10426509808029675

Reference yield: 92.0%

2-Naphthalenesulfonyl chloride (93-11-8) → 2-naphthalenesulphonamide (1576-47-2)

Guidance literature:

With ammonium hydroxide; In dichloromethane; water; at 20 ℃; for 6.5h; Cooling with ice;

DOI:10.1021/acsmedchemlett.7b00374

Reference yield: 87.0%

2-Naphthalenethiol (91-60-1) → 2-naphthalenesulphonamide (1576-47-2)

Guidance literature:

With tert.-butylhydroperoxide; ammonium hydroxide; iodine; In water; acetonitrile; at 100 ℃; for 16h;

DOI:10.1039/c6ob01301e

upstream raw materials:

2-naphthalenesulphonyl azide

aniline

2-naphthalenesulfonyl isocyanate

2-Naphthalenesulfonyl chloride

Downstream raw materials:

4-sulfophthalic acid

benzene-1,2-dicarboxylic acid

4-sulfamoyl-phthalic acid

N-(naphthalen-2-ylsulfonyl)benzamide

Refernces

• 1、 Blas, Andres De,Santis, Giancarlo De,Fabbrizzi, Luigi,Licchelli, Maurizio,Lanfredi, Anna Maria Manotti,et al.. "Amides and Sulfonamides: Efficient Molecular Padlocks for the Template Synthesis of Azacyclam (1,3,5,8,12-Pentaazacyclotetradecane) Macrocycles". . p. 1411 - 1416. Retrieved 1993.
• 2、 Sang, Dayong,Dong, Bingqian,Liu, Yunfeng,Tian, Juan. "Chemoselective Cleavage of Acylsulfonamides and Sulfonamides by Aluminum Halides". . p. 3586 - 3595. Retrieved 2022/02/25.
• 3、 Ullah, Saif,El-Gamal, Mohammed I.,El-Gamal, Randa,Pelletier, Julie,Sévigny, Jean,Shehata, Mahmoud K.,Anbar, Hanan S.,Iqbal, Jamshed. "Synthesis, biological evaluation, and docking studies of novel pyrrolo[2,3-b]pyridine derivatives as both ectonucleotide pyrophosphatase/phosphodiesterase inhibitors and antiproliferative agents". . . Retrieved 2021/03/22.