4,6-Dichlorothieno[2,3-b]pyridine

Base Information

• Chemical Name: 4,6-Dichlorothieno[2,3-b]pyridine
• CAS No.: 99429-80-8
• Molecular Formula: C7H3Cl2NS
• Molecular Weight: 204.07600
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID40541861
• Wikidata: Q82418317
• Mol file: 99429-80-8.mol

Synonyms:4,6-Dichlorothieno[2,3-b]pyridine;99429-80-8;MFCD10000850;SCHEMBL16685781;DTXSID40541861;AKOS016002667;AB56047;CS-W009038;Thieno[2,3-b]pyridine, 4,6-dichloro-;DS-16347;SY113432;CS-0067155;EN300-645112;O11140;A858467;4 pound not6-Dichlorothieno[2 pound not3-b]pyridine

Chemical Property of 4,6-Dichlorothieno[2,3-b]pyridine

Chemical Property:

• PSA: 41.13000
• LogP: 3.60310
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 202.9363257
• Heavy Atom Count: 11
• Complexity: 155

Purity/Quality:

98%Min ^*data from raw suppliers

4,6-dichlorothieno[2,3-b]pyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CSC2=C1C(=CC(=N2)Cl)Cl

Technology Process of 4,6-Dichlorothieno[2,3-b]pyridine

There total 10 articles about 4,6-Dichlorothieno[2,3-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: 38.0%

4-hydroxythieno<2,3-b>pyridin-6(7H)-one (99429-78-4) → 4-chlorothieno<2,3-b>pyridin-6(7H)-one (99429-81-9) + 4,6-dichlorothieno<2,3-b>pyridine (99429-80-8)

Guidance literature:

With P,P-dichlorophenylphosphine oxide; at 160 - 170 ℃; for 1h;

Reference yield:

5-ethoxycarbonyl-4-hydroxythieno<2,3-b>pyridin-6(7H)-one (99429-68-2) → 4,6-dichlorothieno<2,3-b>pyridine (99429-80-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 93 percent / 2M aq. NaOH / 2 h / Heating

2: 38 percent / PhPOCl₂ / 1 h / 160 - 170 °C

With P,P-dichlorophenylphosphine oxide; sodium hydroxide;

Reference yield:

4-hydroxythieno<2,3-b>pyridin-6(7H)-one (99429-78-4) → 4,6-dichlorothieno<2,3-b>pyridine (99429-80-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 0.6 g / Br₂ / acetic acid / Heating

2: 32 percent / PhPOCl₂ / 0.75 h / 160 - 170 °C

3: 1.) 1.55M BuLi/hexane, 2.) MeI / 1.) ether, THF, -70 deg C, 15 min, 2.) r.t., 2 h

With P,P-dichlorophenylphosphine oxide; n-butyllithium; hexane; bromine; methyl iodide; In acetic acid;

upstream raw materials:

2-bromo-4,6-dichlorothieno<2,3-b>pyridine

methyl iodide

4-hydroxythieno<2,3-b>pyridin-6(7H)-one

tert-butyl 2-aminothiophene-3-carboxylate

Downstream raw materials:

thieno[2,3-b]pyridine

6-chlorothieno[2,3-b]pyridine

4-chlorothieno<2,3-b>pyridin-6(7H)-one

4,6-dimethoxythieno<2,3-b>pyridine

Refernces

• 1、 Barker, John M.,Huddleston, Patrick R.,Holmes, David. "Thienopyridines. Part 6. Synthesis and Nucleophilic Substitution of Some Chlorothienopyridine Derivatives, and Comparisons with the Analogous Quinoline Compounds.". . p. 2501 - 2523. Retrieved 2007/10/02.