3-Pyridyl isothiocyanate

Base Information

• Chemical Name: 3-Pyridyl isothiocyanate
• CAS No.: 17452-27-6
• Molecular Formula: C6H4N2S
• Molecular Weight: 136.177
• Hs Code.: 29333990
• European Community (EC) Number: 626-675-7
• DSSTox Substance ID: DTXSID30371937
• Nikkaji Number: J2.043.779K
• Mol file: 17452-27-6.mol

Synonyms:3-isothiocyanatopyridine;3-Pyridyl isothiocyanate;17452-27-6;Pyridine, 3-isothiocyanato-;3-pyridylisothiocyanate;Pyridine-3-isothiocyanate;MFCD00052351;3-pyridyl isotiocyanate;Pyridine,3-isothiocyanato-;3-pyridyl-isothiocyanate;3-isothiocyanato-pyridine;pyridin-3-yl isothiocyanate;pyridin-3-yl-isothiocyanate;SCHEMBL213179;3-Pyridyl isothiocyanate, 98%;DTXSID30371937;VMSZFBSYWXMXRF-UHFFFAOYSA-N;Isothiocyanic Acid 3-Pyridyl Ester;AKOS000122287;AMY202100040;SY050553;FT-0616374;P2131;EN300-01244;6D-048;A811660;J-670009;W-206066;Z57358363

Chemical Property of 3-Pyridyl isothiocyanate

Chemical Property:

• Vapor Pressure: 0.0286mmHg at 25°C
• Melting Point: 106.5-108 °C
• Refractive Index: n20/D 1.665(lit.)
• Boiling Point: 253.8 °C at 760 mmHg
• PKA: 2.38±0.11(Predicted)
• Flash Point: 107.3 °C
• PSA: 57.34000
• Density: 1.14 g/cm³
• LogP: 1.81590
• Storage Temp.: 0-10°C
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 136.00951931
• Heavy Atom Count: 9
• Complexity: 129

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-Pyridyl Isothiocyanate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C; Xi
• Hazard Codes: C,Xi
• Statements: 34
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CN=C1)N=C=S

Technology Process of 3-Pyridyl isothiocyanate

There total 18 articles about 3-Pyridyl isothiocyanate 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: 97.0%

pyridin-3-ylamine (462-08-8) + carbon disulfide (75-15-0,12122-00-8) → pyridin-3-yl isothiocyanate (17452-27-6)

Guidance literature:

pyridin-3-ylamine; carbon disulfide; In dimethyl sulfoxide; for 0.25h; Inert atmosphere;

With N-benzyl-trimethylammonium hydroxide; In dimethyl sulfoxide; for 2h; Inert atmosphere;

DOI:10.14233/ajchem.2019.22088

Reference yield: 91.0%

→ pyridin-3-yl isothiocyanate (17452-27-6)

Guidance literature:

With 2-chloro-5,5-dimethyl[1,3,2]dioxaphosphinane 2-oxide; In dichloromethane; at -5 - 20 ℃; for 2h;

Reference yield: 85.0%

o-phenyl pyridin-3-ylcarbamothioate (1436862-83-7) → pyridin-3-yl isothiocyanate (17452-27-6)

Guidance literature:

With sodium hydroxide; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1055/s-0033-1338744

upstream raw materials:

Triethylammonium-N-pyrid-3-yl-dithiocarbamate

pyridin-3-ylamine

thiophosgene

phosgene

Downstream raw materials:

N-[3]pyridyl-N'-(toluene-4-sulfonyl)-urea

4-chloro-N-(2,2,2-trichloro-1-(((3-pyridinylamino)carbothioyl)amino)ethyl)benzamide

(7-chloro[1,3]thiazolo[5,4-d]pyrimidin-2-yl)(pyridin-3-yl)amine

P1075

Refernces

• 1、 -. "Method for jointly preparing isothiocyanate and phosphorus, nitrogen and sulfur flame retardants". Paragraph 0014; 0018. . Retrieved 2019/05/22.
• 2、 Zhen, Long,Fan, Hui,Wang, Xiaoji,Jiang, Liqin. "Synthesis of thiocarbamoyl fluorides and isothiocyanates using CF3SiMe3 and elemental sulfur or AgSCF3 and KBr with amines". supporting information. p. 2106 - 2110. Retrieved 2019/03/26.