2H-thiopyrano[2,3-b]pyridin-4(3H)-one

Base Information

• Chemical Name: 2H-thiopyrano[2,3-b]pyridin-4(3H)-one
• CAS No.: 286472-03-5
• Molecular Formula: C8H7 N O S
• Molecular Weight: 149.14668
• DSSTox Substance ID: DTXSID50951316
• Nikkaji Number: J1.308.566H
• Wikidata: Q82929584
• Mol file: 286472-03-5.mol

Synonyms:2H-thiopyrano[2,3-b]pyridin-4(3H)-one;286472-03-5;2,3-dihydrothiopyrano[2,3-b]pyridin-4-one;SCHEMBL566902;DTXSID50951316;YVONCYKXWZJWHM-UHFFFAOYSA-N;dihydro-4H-thiopyrano[2,3-b]pyridin-4-one;2,3-dihydro-thiopyrano[2,3-b]pyridin-4-one;2, 3-dihydrothiopyrano[2, 3-b]pyridin-4-one;2,3 dihydro-4H-thiopyrano[2,3-b]pyridin-4-one;2,3-Dihydro-4H-thiopyrano[2,3-b]pyridin-4-one;2,3-dihydrothiopyrano-[2,3-b]pyridin-4(4h)-one

Chemical Property of 2H-thiopyrano[2,3-b]pyridin-4(3H)-one

Chemical Property:

• Boiling Point: 326.6±31.0 °C(Predicted)
• PKA: 1.08±0.20(Predicted)
• PSA: 39.19000
• Density: 1.316±0.06 g/cm3(Predicted)
• LogP: 1.04680
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 165.02483502
• Heavy Atom Count: 11
• Complexity: 172

Purity/Quality:

98%min ^*data from raw suppliers

2,3-Dihydro-pyrano[2,3-b]pyridin-4-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CSC2=C(C1=O)C=CC=N2

Technology Process of 2H-thiopyrano[2,3-b]pyridin-4(3H)-one

There total 2 articles about 2H-thiopyrano[2,3-b]pyridin-4(3H)-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: 27.0%

3-(3-carboxy-2-pyridylthio)propionic acid (286472-02-4) → 2,3-dihydrothiopyrano[2,3-b]pyridin-4(4H)-one (286472-03-5)

Guidance literature:

With sodium acetate; acetic anhydride; at 160 ℃; for 2h; Heating / reflux;

Reference yield:

3-carboxy-2-mercaptopyridine (38521-46-9) → 2,3-dihydrothiopyrano[2,3-b]pyridin-4(4H)-one (286472-03-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 98 percent / NaHCO₃; 10 percent aq. KOH / 4 h / 60 °C

2: 25 percent / AcONa; Ac₂O / 1.5 h / 160 °C

With potassium hydroxide; sodium acetate; acetic anhydride; sodium hydrogencarbonate; 1: Substitution / 2: Cyclization;

DOI:10.1002/jhet.5570370224

Reference yield: 97.0%

phenylhydrazine hydrochloride (59-88-1) + 2,3-dihydrothiopyrano[2,3-b]pyridin-4(4H)-one (286472-03-5) → N-(2,3-dihydro-thiopyrano[2,3-b]pyridin-4-ylidene)-N'-phenyl-hydrazine

Guidance literature:

In ethanol; Heating;

DOI:10.1002/jhet.5570370224

upstream raw materials:

3-(3-carboxy-2-pyridylthio)propionic acid

3-carboxy-2-mercaptopyridine