2-isocyanatopyridine

Base Information

• Chemical Name: 2-isocyanatopyridine
• CAS No.: 4737-19-3
• Molecular Formula: C6H4N2O
• Molecular Weight: 120.111
• Hs Code.: 2929100090
• Mol file: 4737-19-3.mol

Synonyms:Picolinic Isocyanate;2-Pyridyl Isocyanate;pyridine-2-isocyanate;2-Isocyanatopyridin;2-ISOCYANATO-PYRIDINE;Isocyanic Acid 2-Pyridyl Ester;Pyridin-2-yl Isocyanate;2-Pyridylisocyanat;

Chemical Property of 2-isocyanatopyridine

Chemical Property:

• Melting Point: 220-224°C
• Boiling Point: 181.9±13.0 °C(Predicted)
• PKA: 2.29±0.12(Predicted)
• PSA: 42.32000
• Density: 1.12±0.1 g/cm3(Predicted)
• LogP: 1.04890
• Storage Temp.: -20°C Freezer
• Solubility.: DMSO (Slightly), Methanol (Slightly)

Purity/Quality:

99% ^*data from raw suppliers

2-Isocyanatopyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: 2-Isocyanatopyridine is used in the preparation of ergolines as antagonists of chemokine receptor CXCR3 as well as in the synthesis of other biologically active compounds. 2-Isocyanato-pyridine is an intermediate used to prepare benzothiazoles as analogs of BMS-243117 as potent and selective p56lck inhibitors. It is also used to synthesize ergolines as antagonists of chemokine receptor CXCR3.

Technology Process of 2-isocyanatopyridine

There total 10 articles about 2-isocyanatopyridine 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: 78.0%

2-Picolinic acid (98-98-6) → 2-isocyanatopyridine (4737-19-3)

Guidance literature:

With diphenyl phosphoryl azide; triethylamine; In toluene; at 20 - 80 ℃; for 2.5h;

Reference yield:

2-iodopyridine (5029-67-4) + carbon monoxide (201230-82-2) → 2-aminopyridine (504-29-0) + pyridine-2-carboxylic acid amide (1452-77-3) + 2-isocyanatopyridine (4737-19-3)

Guidance literature:

With sodium azide; [Pd₂(dba)5]; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In tetrahydrofuran; hexane; water;

DOI:10.1002/anie.201200078

Reference yield:

N-(2-pyridyl)-2-pyridylacetamide → 2-aminopyridine (504-29-0) + 2-isocyanatopyridine (4737-19-3) + 2-pyridylketene (262842-06-8)

Guidance literature:

at 640 ℃; under 7.50075E-08 - 7.50075E-06 Torr;

DOI:10.1071/CH14714

upstream raw materials:

pyridine-2-carbonyl azide

3-(2-pyridyl)-2H-pyrido<1,2-a>-1,3,5-triazine-2,4(3H)-dione

2-Picolinic acid

N,N-dimethyl-N'-pyridin-2-yl-formamidine

Refernces

• 1、 Yan, Hong,Mao, Zhong-Yi,Hou, Zhong-Wei,Song, Jinshuai,Xu, Hai-Chao. "A diastereoselective approach to axially chiral biaryls via electrochemically enabled cyclization cascade". . p. 795 - 800. Retrieved 2019.
• 2、 Wittmann,Tschense,Zappe,Koschnick,Siegel,St?glich,Lotsch,Senker. "Selective host-guest interactions in metal-organic frameworks: Via multiple hydrogen bond donor-acceptor recognition sites". . p. 10379 - 10388. Retrieved 2019/05/06.