1603-40-3 Usage
Description
2-Amino-3-picoline, a heterocyclic compound belonging to the picolinic acid family, is characterized by its clear yellow liquid appearance after melting. It is an organic compound with a molecular structure that features a pyridine ring, which is a six-membered nitrogen-containing aromatic ring, with an amino group at the 2nd position and a methyl group at the 3rd position.
Uses
Used in Pharmaceutical Industry:
2-Amino-3-picoline is used as an intermediate in the synthesis of various pharmaceutical compounds. Its unique chemical structure allows it to be a versatile building block for the development of new drugs with potential therapeutic applications.
Used in Chemical Synthesis:
2-Amino-3-picoline is used as a reagent in the synthesis of ketones from aldehydes. Its ability to participate in various chemical reactions makes it a valuable component in the production of different organic compounds, contributing to the diversity of chemical products available for various applications.
Used in Research and Development:
Due to its unique chemical properties and reactivity, 2-Amino-3-picoline is also utilized in research and development for the exploration of new chemical reactions, mechanisms, and the creation of novel compounds with potential applications in various industries, including pharmaceuticals, materials science, and agrochemicals.
Synthesis Reference(s)
Journal of the American Chemical Society, 95, p. 4453, 1973 DOI: 10.1021/ja00794a070
Hazard
Toxic by ingestion.
Purification Methods
Recrystallise the picoline three times from *benzene, most of the residual *benzene being removed from the crystals by standing over paraffin wax chips in an evacuated desiccator. The amine is also transferred to a separating funnel under N2, and left in contact with NaOH pellets for 3hours with occasional shaking. It is then placed in a vacuum distilling flask where it is refluxed gently in a stream of dry N2 before fractionally distilling it. [Mod et al. J Phys Chem 60 1651 1956, Beilstein 22/9 V 212].
Check Digit Verification of cas no
The CAS Registry Mumber 1603-40-3 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,6,0 and 3 respectively; the second part has 2 digits, 4 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 1603-40:
(6*1)+(5*6)+(4*0)+(3*3)+(2*4)+(1*0)=53
53 % 10 = 3
So 1603-40-3 is a valid CAS Registry Number.
InChI:InChI=1/C6H8N2/c1-5-3-2-4-8-6(5)7/h2-4H,1H3,(H2,7,8)/p+1
1603-40-3Relevant articles and documents
-
Crow,Wentrup
, p. 1387 (1969)
-
Mild, General, and Regioselective Synthesis of 2-Aminopyridines from Pyridine N -Oxides via N -(2-Pyridyl)pyridinium Salts
Xiong, Hui,Hoye, Adam T.
supporting information, p. 371 - 375 (2022/01/27)
A synthesis of 2-aminopyridines from pyridine N-oxides via their corresponding N-(2-pyridyl)pyridinium salts has been demonstrated and investigated. The reaction sequence features a highly regioselective conversion of the N-oxide into its pyridinium salt
Diverse Oxidative C(sp2)-N Bond Cleavages of Aromatic Fused Imidazoles for Synthesis of α-Ketoamides and N-(pyridin-2-yl)arylamides
Xu, Fangzhou,Wang, Yanyan,Xun, Xiwei,Huang, Yun,Jin, Zhichao,Song, Baoan,Wu, Jian
, p. 8411 - 8422 (2019/05/17)
An efficient and chemoselective C(sp2)-N bond cleavage of aromatic imidazo[1,2-a]pyridine molecules is developed. A broad scope of amide compounds such as α-ketoamides and N-(pyridin-2-yl)arylamides are afforded as the final products in up to quantitative yields. Diverse C-N bond cleavages are controlled by the oxidative species used in this transformation, with various amide products afforded in a chemoselective fashion. A preliminary study indicated that some α-ketoamides exhibit anti-Tobacco Mosaic Virus activity for potential use in plant protection.
Transition-metal-free access to 2-aminopyridine derivatives from 2-fluoropyridine and acetamidine hydrochloride
Li, Yibiao,Huang, Shuo,Liao, Chunshu,Shao, Yan,Chen, Lu
supporting information, p. 7564 - 7567 (2018/11/02)
Under catalyst-free conditions, an efficient method for the synthesis of 2-aminopyridine derivatives through the nucleophilic substitution and hydrolysis of 2-fluoropyridine and acetamidine hydrochloride has been developed. This amination uses inexpensive acetamidine hydrochloride as the ammonia source and has the advantages of a high yield, high chemoselectivity and wide substrate adaptability. The results suggest that other N-heterocycles containing fluorine substituents can also complete the reaction via these reaction conditions and yield the target products.