Isothiazolo[5,4-c]pyridin-3(2H)-one 1,1-dioxide

Base Information

• Chemical Name: Isothiazolo[5,4-c]pyridin-3(2H)-one 1,1-dioxide
• CAS No.: 142141-07-9
• Molecular Formula: C6H4N2O3S
• Molecular Weight: 184.175
• Hs Code.: 2934100090
• DSSTox Substance ID: DTXSID60569103
• Nikkaji Number: J466.124I
• Wikidata: Q72486596
• Mol file: 142141-07-9.mol

Synonyms:142141-07-9;Isothiazolo[5,4-c]pyridin-3(2H)-one 1,1-dioxide;1,1-dioxo-[1,2]thiazolo[5,4-c]pyridin-3-one;Isothiazolo[5,4-c]pyridin-3(2H)-one, 1,1-dioxide;Isothiazolo[5,4-c]pyridin-3(2H)-one1,1-dioxide;DTXSID60569103;AKOS000282122;CS-0005630;EN300-208197;A919850;2H,3H-1|E6-[1,2]thiazolo[5,4-c]pyridine-1,1,3-trione;2H,3H-1lambda6-[1,2]thiazolo[5,4-c]pyridine-1,1,3-trione;1H-1lambda~6~-[1,2]Thiazolo[5,4-c]pyridine-1,1,3(2H)-trione

Chemical Property of Isothiazolo[5,4-c]pyridin-3(2H)-one 1,1-dioxide

Chemical Property:

• PKA: 3.42±0.20(Predicted)
• PSA: 84.51000
• Density: 1.661
• LogP: 0.92330
• Storage Temp.: 2-8°C
• XLogP3: -0.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 183.99426317
• Heavy Atom Count: 12
• Complexity: 305

Purity/Quality:

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

2H,3H-1lambda6-[1,2]thiazolo[5,4-c]pyridine-1,1,3-trione ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN=CC2=C1C(=O)NS2(=O)=O

Technology Process of Isothiazolo[5,4-c]pyridin-3(2H)-one 1,1-dioxide

There total 4 articles about Isothiazolo[5,4-c]pyridin-3(2H)-one 1,1-dioxide 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:

3-(N-t-butylsulphonyl)pyridine-4-carboxylic acid (142141-06-8) → isothiazolo<5,4-c>pyridin-3-one 1,1-dioxide (142141-07-9)

Guidance literature:

With PPA; at 110 ℃; for 0.333333h;

Reference yield:

Pyridine-3-sulfonyl chloride (16133-25-8) → isothiazolo<5,4-c>pyridin-3-one 1,1-dioxide (142141-07-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 76 percent / CHCl₃ / 0.5 h / 0 °C

2: 1.) n-butyllithium, diisopropylamine / 1.) diethyl ether, -70 deg C, 1.5 h, 2.) diethyl ether, -70 deg C, 3 h

3: polyphosphoric acid / 0.33 h / 110 °C

With n-butyllithium; PPA; diisopropylamine; In chloroform;

Reference yield:

3-pyridinesulfonic acid (636-73-7) → isothiazolo<5,4-c>pyridin-3-one 1,1-dioxide (142141-07-9)

Guidance literature:

Multi-step reaction with 4 steps

1: phosphorus pentachloride / 3 h / 110 °C

2: 76 percent / CHCl₃ / 0.5 h / 0 °C

3: 1.) n-butyllithium, diisopropylamine / 1.) diethyl ether, -70 deg C, 1.5 h, 2.) diethyl ether, -70 deg C, 3 h

4: polyphosphoric acid / 0.33 h / 110 °C

With n-butyllithium; PPA; phosphorus pentachloride; diisopropylamine; In chloroform;

upstream raw materials:

3-(N-t-butylsulphonyl)pyridine-4-carboxylic acid

Pyridine-3-sulfonyl chloride

3-pyridinesulfonic acid

N-t-butylpyridine-3-sulphonamide

Refernces