5-Bromopyridine-3-sulfonamide

Base Information

• Chemical Name: 5-Bromopyridine-3-sulfonamide
• CAS No.: 62009-33-0
• Molecular Formula: C5H5BrN2O2S
• Molecular Weight: 237.077
• Hs Code.: 2935009090
• European Community (EC) Number: 834-933-7
• DSSTox Substance ID: DTXSID50506800
• Wikidata: Q82362734
• Mol file: 62009-33-0.mol

Synonyms:5-bromopyridine-3-sulfonamide;62009-33-0;5-Bromopyridine-3-sulphonamide;5-broMopyridine3-sulphonaMide;5-Bromo-3-pyridinesulfonamide;3-Pyridinesulfonamide,5-bromo-;3-Pyridinesulfonamide, 5-bromo-;SCHEMBL732378;5-Bromo pyridine-3-sulphonamide;DTXSID50506800;ZJAYGKNATMSZHZ-UHFFFAOYSA-N;AMY16350;MFCD08235088;5-Bromopyridine-3-sulfonic acid aMide;AKOS010875024;5-bromo-pyridine-3-sulfonic acid amide;s12140;BS-28970;CS-0213088;FT-0744468;EN300-55592;A855668;Z838881858

Chemical Property of 5-Bromopyridine-3-sulfonamide

Chemical Property:

• Vapor Pressure: 1.67E-06mmHg at 25°C
• Melting Point: 171-173 °C
• Refractive Index: 1.616
• Boiling Point: 396.7 °C at 760 mmHg
• Flash Point: 193.7 °C
• PSA: 81.43000
• Density: 1.855 g/cm³
• LogP: 2.27260
• Storage Temp.: Keep Cold
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 235.92551
• Heavy Atom Count: 11
• Complexity: 223

Purity/Quality:

98%min ^*data from raw suppliers

5-Bromopyridine-3-sulfonamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=NC=C1Br)S(=O)(=O)N

Technology Process of 5-Bromopyridine-3-sulfonamide

There total 5 articles about 5-Bromopyridine-3-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: 87.0%

5-bromopyridine-3-sulphonyl chloride (65001-21-0) → 5-bromopyridine-3-sulfonamide (62009-33-0)

Guidance literature:

With ammonium hydroxide; triethylamine; In tetrahydrofuran; water; at 20 ℃; for 2h;

DOI:10.1021/acs.jmedchem.1c00762

Reference yield: 45.0%

3,5-dibromopyridine (625-92-3) → 5-bromopyridine-3-sulfonamide (62009-33-0)

Guidance literature:

3,5-dibromopyridine; With TurboGrignard; In tetrahydrofuran; at -15 ℃; for 0.5h; Inert atmosphere;

With N-sulfinyl-O-(tert-butyl)hydroxylamine; In tetrahydrofuran; at -78 - 20 ℃; for 16h; Inert atmosphere;

DOI:10.1021/acs.orglett.0c03505

Reference yield: 28.0%

Pyridine-3-sulfonyl chloride (16133-25-8) → 5-bromopyridine-3-sulfonamide (62009-33-0)

Guidance literature:

Pyridine-3-sulfonyl chloride; With bromine; at 130 ℃; for 8.5h; sealed tube;

With ammonia; In dichloromethane; water; at 23 ℃; for 0.5h;

upstream raw materials:

5-bromopyridine-3-sulphonyl chloride

Pyridine-3-sulfonyl chloride

3-pyridinesulfonic acid

3,5-dibromopyridine

Downstream raw materials:

5-aminopyridine-3-sulfonamide

5-(5-phenyl-4-((pyridin-2-ylmethyl)amino)quinazolin-2-yl)pyridine-3-sulfonamide

5-[8-(3-cyanophenyl)-1,5-naphthyridin-2-yl]-3-pyridinesulfonamide

5-{8-[3-(aminosulfonyl)phenyl]-1,5-naphthyridin-2-yl}-3-pyridinesulfonamide

Refernces

• 1、 Davies, Thomas Q.,Hall, Adrian,Skolc, David,Tilby, Michael J.,Willis, Michael C.. "Primary Sulfonamide Synthesis Using the Sulfinylamine Reagent N-Sulfinyl- O-(tert-butyl)hydroxylamine, t-BuONSO". supporting information. p. 9495 - 9499. Retrieved 2020/12/21.
• 2、 Sunose, Mihiro,Bell, Kathryn,Ellard, Katie,Bergamini, Giovanna,Neubauer, Gitte,Werner, Thilo,Ramsden, Nigel. "Discovery of 5-(2-amino-[1,2,4]triazolo[1,5-a]pyridin-7-yl)-N-(tert-butyl) pyridine-3-sulfonamide (CZC24758), as a potent, orally bioavailable and selective inhibitor of PI3K for the treatment of inflammatory disease". scheme or table. p. 4613 - 4618. Retrieved 2012/08/13.