2-Mercaptopyridine

Base Information

• Chemical Name: 2-Mercaptopyridine
• CAS No.: 73018-10-7
• Deprecated CAS: 1120-96-3,123574-65-2,811801-36-2,1623130-98-2,123574-65-2,811801-36-2
• Molecular Formula: C₅H₅NS
• Molecular Weight: 111.167
• Hs Code.: 2933990090
• European Community (EC) Number: 220-131-9,249-657-7,946-524-1
• NSC Number: 41337
• UNII: EE982KT952
• DSSTox Substance ID: DTXSID9062568
• Nikkaji Number: J51.344J
• Wikipedia: 2-Mercaptopyridine
• Wikidata: Q15274000,Q61739667
• Metabolomics Workbench ID: 56603
• ChEMBL ID: CHEMBL1235541
• Mol file: 73018-10-7.mol

Synonyms:2-mercaptopyridine;2-thiopyridine;2-thiopyridine lead salt (+2);2-thiopyridine sodium salt;2-thiopyridine titanium salt (+1);2-thiopyridine zinc salt;2-thiopyridone;pyridine-2-thione

Chemical Property of 2-Mercaptopyridine

Chemical Property:

• Vapor Pressure: 0.716mmHg at 25°C
• Melting Point: 127-130 °C(lit.)
• Refractive Index: 1.653
• Boiling Point: 193.988 °C at 760 mmHg
• PKA: 2.22±0.43(Predicted)
• Flash Point: 71.121 °C
• PSA: 51.69000
• Density: 1.167 g/cm³
• LogP: 1.37030
• Storage Temp.: 2-8°C
• Water Solubility.: 50 g/L (20℃)
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 111.01427034
• Heavy Atom Count: 7
• Complexity: 135

Purity/Quality:

99% ^*data from raw suppliers

Pyridine-2-thiol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Sulfur Compounds
• Canonical SMILES: C1=CC(=S)NC=C1

Technology Process of 2-Mercaptopyridine

There total 59 articles about 2-Mercaptopyridine 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: 95.0%

L-leucine (61-90-5,21675-61-6,25248-98-0,70-45-1) + O-(tert-butyl) S-(pyridin-2-yl)carbonothioate (105678-24-8) → 2-Sulfanylpyridine (2637-34-5,73018-10-7) + N-tert-butoxycarbonyl-L-leucine (13139-15-6,53296-34-7)

Guidance literature:

With triethylamine; In water; N,N-dimethyl-formamide; for 12h; Ambient temperature;

DOI:10.1246/bcsj.58.3570

Reference yield: 92.0%

2,2'-dipyridyldisulphide (2127-03-9) + 2,4-dimethylbenzenesulfonic acid (88-61-9) + triphenylphosphine (603-35-0) → 2-Sulfanylpyridine (2637-34-5,73018-10-7) + 2,4-dimethyl-thiophenol (13616-82-5) + Triphenylphosphine oxide (791-28-6)

Guidance literature:

In benzene; for 2h; Product distribution; Mechanism; Heating; further reaction partners - various diaryl disulfides;

DOI:10.1246/bcsj.57.232

Reference yield: 90.0%

2,2'-dipyridyldisulphide (2127-03-9) → 2-Sulfanylpyridine (2637-34-5,73018-10-7)

Guidance literature:

With sodium tetrahydroborate; zirconium(IV) chloride; In tetrahydrofuran; at 35 ℃; for 0.166667h;

DOI:10.1080/00397910008086947

upstream raw materials:

2-Pyridone

2-chloropyridine

thiourea

2-bromo-pyridine

Downstream raw materials:

2-Pyridyl 2,3,4,6-tetra-O-benzyl-1-thio-β-D-galactopyranoside

2-pyridyl 2,3,4-tri-O-benzyl-1-thio-α,β-L-rhamnopyranoside

2-pyridyl 2,3,4-tri-O-benzyl-1-thio-β-L-rhamnoyranoside

2-pyridyl 2,3,4-tri-O-benzyl-1-thio-α-L-rhamnoyranoside

Refernces

• 1、 -. "Integrated preparation method of 2-mercaptopyridine and 2, 2 '-pyridinium sulfide". Paragraph 0037-0045. . Retrieved 2021/09/15.
• 2、 Ma, Xiantao,Yu, Jing,Yan, Ran,Yan, Mengli,Xu, Qing. "Promoting Effect of Crystal Water Leading to Catalyst-Free Synthesis of Heteroaryl Thioether from Heteroaryl Chloride, Sodium Thiosulfate Pentahydrate, and Alcohol". supporting information. p. 11294 - 11300. Retrieved 2019/09/12.