Isothiazolo[5,4-b]pyridin-3-ol

Base Information

• Chemical Name: Isothiazolo[5,4-b]pyridin-3-ol
• CAS No.: 4337-60-4
• Molecular Formula: C6H4N2OS
• Molecular Weight: 152.177
• European Community (EC) Number: 850-699-9
• Nikkaji Number: J1.378.958D
• ChEMBL ID: CHEMBL1795617
• Mol file: 4337-60-4.mol

Synonyms:isothiazolo[5,4-b]pyridin-3-ol;4337-60-4;[1,2]thiazolo[5,4-b]pyridin-3-one;2H,3H-[1,2]thiazolo[5,4-b]pyridin-3-one;Isothiazolo[5,4-b]pyridin-3(2H)-one;Oprea1_575508;SCHEMBL4757124;CHEMBL1795617;3-oxoisothiazolo[5,4-b]pyridine;BRYKHZDQKQRTDN-UHFFFAOYSA-N;isothiazolo[5,4-b]pyridin-3-one;MFCD22556132;Isothiazolo[5,4-b]pyridine-3(2H)-one;FT-0730012;EN300-251543;F30331;Z1551930532

Chemical Property of Isothiazolo[5,4-b]pyridin-3-ol

Chemical Property:

• PSA: 73.99000
• LogP: 0.98460
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 152.00443393
• Heavy Atom Count: 10
• Complexity: 162

Purity/Quality:

95% ^*data from raw suppliers

Isothiazolo[5,4-b]pyridin-3-ol 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(N=C1)SNC2=O

Technology Process of Isothiazolo[5,4-b]pyridin-3-ol

There total 17 articles about Isothiazolo[5,4-b]pyridin-3-ol 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: 89.0%

3-carboxy-2-mercaptopyridine (38521-46-9) → isothiazolo[5,4-b]pyridin-3(2H)-one (4337-60-4)

Guidance literature:

With pyridine; diphenyl phosphoryl azide; triethylamine; at 0 - 20 ℃;

Reference yield: 81.0%

2-mercapto-3-pyridinecarboxamide (50596-67-3) → isothiazolo[5,4-b]pyridin-3(2H)-one (4337-60-4)

Guidance literature:

2-mercapto-3-pyridinecarboxamide; With sulfuric acid; at 100 ℃;

With ammonia; In water; pH=11; Reflux;

With acetic acid; In water; pH=4;

DOI:10.1016/j.bmc.2011.01.063

Reference yield: 68.0%

Sodium; 2-aminosulfanyl-nicotinate → isothiazolo[5,4-b]pyridin-3(2H)-one (4337-60-4)

Guidance literature:

With acetic acid; for 0.0166667h; Heating;

DOI:10.1002/prac.19973390129

upstream raw materials:

2,2'-dithiobis(3-pyridinecarbonyl chloride)

2,2'-trithiobis(3-pyridinecarbonyl chloride)

2-mercapto-N,N-dimethylnicotinamide

3-carboxy-2-mercaptopyridine

Downstream raw materials:

2-benzylisothiazolo<5,4-b>pyridin-3(2H)-one

2-(4-methylbenzyl)isothiazolo[5,4-b]pyridin-3(2H)-one

2-(p-chlorobenzyl)isothiazolo<5,4-b>pyridin-3-one

2-(4-fluorobenzyl)isothiazolo[5,4-b]pyridin-3(2H)-one

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