5-Chloro-2-phenylthiazolo[5,4-b]pyridine

Base Information

• Chemical Name: 5-Chloro-2-phenylthiazolo[5,4-b]pyridine
• CAS No.: 101560-81-0
• Molecular Formula: C12H7ClN2S
• Molecular Weight: 246.72
• DSSTox Substance ID: DTXSID30541057
• Wikidata: Q82417271
• Mol file: 101560-81-0.mol

Synonyms:5-chloro-2-phenylthiazolo[5,4-b]pyridine;101560-81-0;5-CHLORO-2-PHENYL-[1,3]THIAZOLO[5,4-B]PYRIDINE;SCHEMBL14693733;DTXSID30541057;BPAJTCHCVLSESU-UHFFFAOYSA-N;5-Chloro-2-phenyl[1,3]thiazolo[5,4-b]pyridine

Chemical Property of 5-Chloro-2-phenylthiazolo[5,4-b]pyridine

Chemical Property:

• XLogP3: 4.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 246.0018471
• Heavy Atom Count: 16
• Complexity: 245

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=NC3=C(S2)N=C(C=C3)Cl

Technology Process of 5-Chloro-2-phenylthiazolo[5,4-b]pyridine

There total 6 articles about 5-Chloro-2-phenylthiazolo[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: 50.0%

N-(2,6-dichloropyridin-3-yl)benzamide → 5-chloro-2-phenylthiazolo[5,4-b]pyridine (101560-81-0)

Guidance literature:

N-(2,6-dichloropyridin-3-yl)benzamide; With Lawessons reagent; In toluene; at 110 ℃; for 5h;

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In toluene; for 60h;

With potassium carbonate; In N,N-dimethyl-formamide; at 160 ℃; for 3h;

DOI:10.1016/j.bmc.2013.05.066

Reference yield:

2,4-dichloropyridin-3-ylamine (173772-63-9) → 5-chloro-2-phenylthiazolo[5,4-b]pyridine (101560-81-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: acetonitrile / 6 h / 70 °C

2.1: Lawessons reagent / toluene / 5 h / 110 °C

2.2: 3 h / 160 °C

With Lawessons reagent; In toluene; acetonitrile;

Reference yield:

benzoyl chloride (98-88-4) → 5-chloro-2-phenylthiazolo[5,4-b]pyridine (101560-81-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: acetonitrile / 6 h / 0 - 80 °C

2.1: Lawessons reagent / toluene / 5 h / 110 °C

2.2: 60 h

2.3: 3 h / 160 °C

With Lawessons reagent; In toluene; acetonitrile;

DOI:10.1016/j.bmc.2013.05.066

upstream raw materials:

3-amino-6-chloropyridine-2-thiol

benzoyl chloride

Thiobenzoic acid O-ethyl ester

3-amino-2,6-dichloropyridine

Downstream raw materials:

2-phenyl-5-(piperidine-1-yl)thiazolo[5,4-b]pyridine

1-(5-Chloro-2-phenyl-thiazolo[5,4-b]pyridin-7-yl)-1-phenyl-ethanol

1-(5-Chloro-2-phenyl-thiazolo[5,4-b]pyridin-7-yl)-ethanol

C₁₂H₆ClLiN₂S