Thiazolo[4,5-b]pyridine

Base Information

• Chemical Name: Thiazolo[4,5-b]pyridine
• CAS No.: 273-98-3
• Molecular Formula: C6H4 N2 S
• Molecular Weight: 136.174
• Hs Code.: 2934999090
• European Community (EC) Number: 899-706-7
• DSSTox Substance ID: DTXSID00601990
• Wikidata: Q82498888
• Mol file: 273-98-3.mol

Synonyms:Thiazolo[4,5-b]pyridine;273-98-3;[1,3]THIAZOLO[4,5-B]PYRIDINE;thiazolo[4,5-b]pyridine (8ci,9ci);pyrido[2,3-d]thiazole;SCHEMBL40672;DTXSID00601990;BBAWTPDTGRXPDG-UHFFFAOYSA-N;MFCD11878037;AKOS016009367;MB10672;AS-48103;CS-0146596;EN300-120994;F18245

Chemical Property of Thiazolo[4,5-b]pyridine

Chemical Property:

• PSA: 54.02000
• LogP: 1.69130
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 136.00951931
• Heavy Atom Count: 9
• Complexity: 107

Purity/Quality:

97% ^*data from raw suppliers

Thiazolo[4,5-b]pyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(N=C1)N=CS2

Technology Process of Thiazolo[4,5-b]pyridine

There total 4 articles about 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: 53.0%

3-iodo-2-aminopyridine (104830-06-0) + dimethyl sulfoxide (67-68-5,8070-53-9) → thiazolo(4,5-b)pyridine (273-98-3)

Guidance literature:

With copper(l) iodide; potassium sulfide; ammonium acetate; In water; at 140 ℃; for 11h; Schlenk technique; Inert atmosphere;

Reference yield: 46.6%

[1,3]thiazolo[4,5-b]pyridin-2-amine (13575-41-2) → thiazolo(4,5-b)pyridine (273-98-3)

Guidance literature:

With isopentyl nitrite; In tetrahydrofuran; at 65 ℃; for 4h;

Reference yield:

2-Amino-3-bromopyridine (13534-99-1) → thiazolo(4,5-b)pyridine (273-98-3)

Guidance literature:

Multi-step reaction with 4 steps

1: acetone / 14 h / 60 °C

2: sodium hydroxide; water / methanol / 2 h / 70 °C

3: sodium hydride / mineral oil; N,N-dimethyl-formamide / 0.14 h / 90 °C

4: isopentyl nitrite / tetrahydrofuran / 4 h / 65 °C

With water; sodium hydride; sodium hydroxide; isopentyl nitrite; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; acetone; mineral oil;

upstream raw materials:

2-Amino-3-bromopyridine

[1,3]thiazolo[4,5-b]pyridin-2-amine

3-iodo-2-aminopyridine

dimethyl sulfoxide