6-Chloro-2-(p-tolyl)thiazolo[4,5-b]pyridine

Base Information

• Chemical Name: 6-Chloro-2-(p-tolyl)thiazolo[4,5-b]pyridine
• CAS No.: 124522-22-1
• Molecular Formula: C₁₃H₉ClN₂S
• Molecular Weight: 260.747
• DSSTox Substance ID: DTXSID30559612
• Wikidata: Q82442377
• Mol file: 124522-22-1.mol

Synonyms:6-Chloro-2-(p-tolyl)thiazolo[4,5-b]pyridine;124522-22-1;DTXSID30559612;6-Chloro-2-(4-methylphenyl)[1,3]thiazolo[4,5-b]pyridine

Chemical Property of 6-Chloro-2-(p-tolyl)thiazolo[4,5-b]pyridine

Chemical Property:

• XLogP3: 4.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 260.0174972
• Heavy Atom Count: 17
• Complexity: 268

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)C2=NC3=C(S2)C=C(C=N3)Cl

Technology Process of 6-Chloro-2-(p-tolyl)thiazolo[4,5-b]pyridine

There total 3 articles about 6-Chloro-2-(p-tolyl)thiazolo[4,5-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: 66.0%

3,5-dichloropyridin-2-amine (4214-74-8) + O-ethyl 4-methylbenzenecarbothioate (26028-04-6) → 2-p-tolyl-6-chlorothiazolo<4,5-b>pyridine (124522-22-1)

Guidance literature:

With n-butyllithium; In 1,4-dioxane; hexane; for 2h; Heating;

Reference yield:

4-methyl-benzimidic acid ethyl ester (827-71-4) → 2-p-tolyl-6-chlorothiazolo<4,5-b>pyridine (124522-22-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 94 percent / H₂S gas, cation exchange resin Dowex 50W-X₈, H+ / methanol / 1 h

2: 66 percent / n-BuLi / dioxane; hexane / 2 h / Heating

With n-butyllithium; cation exchange resin Dowex 50W-X₈; hydrogen sulfide; hydrogen cation; In 1,4-dioxane; methanol; hexane;

Reference yield:

para-methylbenzonitrile (104-85-8) → 2-p-tolyl-6-chlorothiazolo<4,5-b>pyridine (124522-22-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) HCl, 2.) NH₃

2: 94 percent / H₂S gas, cation exchange resin Dowex 50W-X₈, H+ / methanol / 1 h

3: 66 percent / n-BuLi / dioxane; hexane / 2 h / Heating

With hydrogenchloride; n-butyllithium; cation exchange resin Dowex 50W-X₈; hydrogen sulfide; ammonia; hydrogen cation; In 1,4-dioxane; methanol; hexane;

upstream raw materials:

3,5-dichloropyridin-2-amine

O-ethyl 4-methylbenzenecarbothioate

4-methyl-benzimidic acid ethyl ester

para-methylbenzonitrile

Downstream raw materials:

1-(6-chlorothiazolo<4,5-c>pyridine-2-yl)-4-diethoxyphosphinylmethylbenzene

2-(4-Bromomethyl-phenyl)-6-chloro-thiazolo[4,5-b]pyridine