2-Benzyl-[1,2]thiazolo[5,4-b]pyridin-3-one

Base Information

• Chemical Name: 2-Benzyl-[1,2]thiazolo[5,4-b]pyridin-3-one
• CAS No.: 91859-66-4
• Molecular Formula: C13H10N2OS
• Molecular Weight: 242.301
• ChEMBL ID: CHEMBL98663
• DSSTox Substance ID: DTXSID20414923
• Nikkaji Number: J1.468.463H
• Wikidata: Q82224012
• Mol file: 91859-66-4.mol

Synonyms:CHEMBL98663;2-benzyl-[1,2]thiazolo[5,4-b]pyridin-3-one;91859-66-4;Isothiazolo[5,4-b]pyridin-3(2H)-one, 2-(phenylmethyl)-;SCHEMBL17502095;DTXSID20414923;BDBM50346572;2-benzylisothiazolo[5,4-b]pyridin-3-one

Chemical Property of 2-Benzyl-[1,2]thiazolo[5,4-b]pyridin-3-one

Chemical Property:

• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 242.05138412
• Heavy Atom Count: 17
• Complexity: 291

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CN2C(=O)C3=C(S2)N=CC=C3

Technology Process of 2-Benzyl-[1,2]thiazolo[5,4-b]pyridin-3-one

There total 18 articles about 2-Benzyl-[1,2]thiazolo[5,4-b]pyridin-3-one 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%

N-Benzyl-2-phenylmethanesulfinyl-nicotinamide (139356-49-3) → 2-benzylisothiazolo<5,4-b>pyridin-3(2H)-one (91859-66-4)

Guidance literature:

With trichloroacetic acid anhydride; In dichloromethane; 0 to 25 deg C, 3.5 h;

DOI:10.1016/0040-4039(92)88037-6

Reference yield: 55.0%

benzyl bromide (100-39-0) + 2-mercaptopyridine-3-carbonitrile (52505-45-0) → 2-benzylisothiazolo<5,4-b>pyridin-3(2H)-one (91859-66-4)

Guidance literature:

2-mercaptopyridine-3-carbonitrile; With sulfuric acid; for 4h; Heating;

benzyl bromide; With potassium carbonate; triethylamine; potassium iodide; In dichloromethane; at 20 ℃;

Reference yield: 17.0%

benzyl bromide (100-39-0) + isothiazolo[5,4-b]pyridin-3(2H)-one (4337-60-4) → 2-benzylisothiazolo<5,4-b>pyridin-3(2H)-one (91859-66-4)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In methanol; at 20 ℃;

DOI:10.1016/j.bmc.2011.01.063

upstream raw materials:

N-Benzyl-2-phenylmethanesulfinyl-nicotinamide

2-benzylisothiazolo<5,4-b>pyridine-3(2H)-thione

N-Benzyl-2-mercapto-nicotinamide

N-(n-Butyl)-2-mercaptonicotinamid

Downstream raw materials:

2-benzylisothiazolo<5,4-b>pyridine-3(2H)-thione

N-Benzyl-2-mercapto-thionicotinamide

2-Mercapto-N-(3-phenyl-propyl)-thionicotinamide

2-phenylethylisothiazolo<5,4-b>pyridine-3(2H)-thione