6-Chloro-3-methylisothiazolo[5,4-b]pyridine

Base Information

• Chemical Name: 6-Chloro-3-methylisothiazolo[5,4-b]pyridine
• CAS No.: 129211-90-1
• Molecular Formula: C₇H₅ClN₂S
• Molecular Weight: 184.649
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID80563022
• Nikkaji Number: J590.278I
• Wikidata: Q82447364
• Mol file: 129211-90-1.mol

Synonyms:6-chloro-3-methylisothiazolo[5,4-b]pyridine;129211-90-1;6-CHLORO-3-METHYL-[1,2]THIAZOLO[5,4-B]PYRIDINE;Isothiazolo[5,4-b]pyridine, 6-chloro-3-methyl-;6-Chloro-3-methyl[1,2]thiazolo[5,4-b]pyridine;SCHEMBL492627;DTXSID80563022;WGZQUDXNMKLSPC-UHFFFAOYSA-N;AKOS006315144;F87067;Isothiazolo[5,4-b]pyridine,6-chloro-3-methyl-

Chemical Property of 6-Chloro-3-methylisothiazolo[5,4-b]pyridine

Chemical Property:

• Vapor Pressure: 0.236mmHg at 25°C
• Refractive Index: 1.682
• Boiling Point: 213.69 °C at 760 mmHg
• Flash Point: 83.037 °C
• PSA: 54.02000
• Density: 1.446g/cm³
• LogP: 2.65310
• Storage Temp.: 2-8°C
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 183.9861970
• Heavy Atom Count: 11
• Complexity: 155

Purity/Quality:

97% ^*data from raw suppliers

6-Chloro-3-methylisothiazolo[5,4-b]pyridine 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NSC2=C1C=CC(=N2)Cl

Technology Process of 6-Chloro-3-methylisothiazolo[5,4-b]pyridine

There total 6 articles about 6-Chloro-3-methylisothiazolo[5,4-b]pyridine 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: 46.0%

3-methylisothiazolo[5,4-b]pyridine-N-oxide (932702-36-8) → 6-Chloro-3-methylisothiazolo<5,4-b>pyridine (129211-90-1)

Guidance literature:

With bis(trichloromethyl) carbonate; diisopropylamine; In dichloromethane; at -20 - 20 ℃; for 17.3333h;

Reference yield:

4,6-Dichloro-3-methylisothiazolo<5,4-b>pyridine (129211-88-7) → 6-Chloro-3-methylisothiazolo<5,4-b>pyridine (129211-90-1) + 4-Chloro-3-methylisothiazolo<5,4-b>pyridine (129211-89-8) + 3-methyl-1,2-thiazolo<5,4-b>pyridine (71109-34-7)

Guidance literature:

With hydrogen; triethylamine; palladium on activated charcoal; In ethanol; for 24h; under 3878.6 Torr; Yield given. Yields of byproduct given;

Reference yield:

4,6-dichloro-3-methylisoxazolo<4,5-c>pyridine (58315-12-1) → 6-Chloro-3-methylisothiazolo<5,4-b>pyridine (129211-90-1)

Guidance literature:

Multi-step reaction with 5 steps

1: 90 percent / KHS / ethanol / 1) reflux, 1h, 2) overnight, room temp.

2: 57 percent / H₂ / 10percent Pd/C / aq. NaOH / 15 h / 2585.7 Torr

3: 61 percent / hydroxylamine O-sulphonic acid, NaOH / H₂O; ethanol / 16 h / Ambient temperature

4: 87 percent / Phenylphosphonic dichloride / 3 h / 160 °C

5: H₂, NEt₃ / 10percent Pd/C / ethanol / 24 h / 3878.6 Torr

With P,P-dichlorophenylphosphine oxide; sodium hydroxide; hydrogen; potassium hydrosulfide; triethylamine; hydroxylamine-O-sulfonic acid; palladium on activated charcoal; In sodium hydroxide; ethanol; water;

upstream raw materials:

4,6-Dichloro-3-methylisothiazolo<5,4-b>pyridine

4,6-dichloro-3-methylisoxazolo<4,5-c>pyridine

6-Chloro-3-(1-iminoethyl)-2-mercaptopyridin-4-ol

6-Chloro-3-methylisothiazolo<5,4-b>pyridin-4-ol