5-(Ethylthio)pyridin-2-amine

Base Information

• Chemical Name: 5-(Ethylthio)pyridin-2-amine
• CAS No.: 71167-00-5
• Molecular Formula: C₇H₁₀N₂S
• Molecular Weight: 154.236
• DSSTox Substance ID: DTXSID90467946
• Nikkaji Number: J2.273.446F
• Wikidata: Q82295029
• Mol file: 71167-00-5.mol

Synonyms:71167-00-5;5-(ETHYLTHIO)PYRIDIN-2-AMINE;5-ethylsulfanylpyridin-2-amine;5-(ethylthio)-2-pyridinamine;2-Pyridinamine,5-(ethylthio)-;2-amino-5-ethylthiopyridine;SCHEMBL609195;DTXSID90467946;CRLLBABPMFCSSO-UHFFFAOYSA-N;AKOS000220843;A837098

Chemical Property of 5-(Ethylthio)pyridin-2-amine

Chemical Property:

• PSA: 64.94000
• LogP: 1.70590
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 154.05646950
• Heavy Atom Count: 10
• Complexity: 97.6

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCSC1=CN=C(C=C1)N

Technology Process of 5-(Ethylthio)pyridin-2-amine

There total 5 articles about 5-(Ethylthio)pyridin-2-amine 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: 76.0%

2-amino-5-iodopyridine (20511-12-0) + sodium thioethylate (811-51-8) → 5-(ethylthio)pyridin-2-amine (71167-00-5)

Guidance literature:

With copper; In ethylene glycol; at 150 ℃; for 26h;

DOI:10.1055/s-2005-918490

Reference yield: 63.0%

Diethyl disulfide (110-81-6) → 5-(ethylthio)pyridin-2-amine (71167-00-5)

Guidance literature:

5-bromo-2-(2,2,5,5-tetramethyl-1,2,5-azadisilolidin-1-yl)pyridine; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 2h;

Diethyl disulfide; In tetrahydrofuran; at -78 - 20 ℃; for 5h;

With hydrogenchloride; In tetrahydrofuran; water;

Reference yield:

5-bromo-2-(2,2,5,5-tetramethyl-1,2,5-azadisilolidin-1-yl)pyridine (183311-60-6) + ethanethiol (75-08-1) → 5-(ethylthio)pyridin-2-amine (71167-00-5)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; In 1,4-dioxane; at 110 ℃; for 17h; Inert atmosphere;

upstream raw materials:

2-amino-5-iodopyridine

sodium thioethylate

Diethyl disulfide

5-bromo-2-(2,2,5,5-tetramethyl-1,2,5-azadisilolidin-1-yl)pyridine

Downstream raw materials:

2-(4-Bromo-phenyl)-6-ethylsulfanyl-imidazo[1,2-a]pyridine

4-(6-Ethylsulfanyl-imidazo[1,2-a]pyridin-2-yl)-benzaldehyde

4-(6-Ethylsulfanyl-imidazo[1,2-a]pyridin-2-yl)-benzonitrile

4-(6-Ethanesulfinyl-imidazo[1,2-a]pyridin-2-yl)-benzaldehyde