Picolinamide

Base Information

• Chemical Name: Picolinamide
• CAS No.: 1452-77-3
• Deprecated CAS: 39194-75-7
• Molecular Formula: C6H6N2O
• Molecular Weight: 122.126
• Hs Code.: 29333990
• European Community (EC) Number: 215-921-5
• NSC Number: 524473
• UNII: I3550CCL59
• DSSTox Substance ID: DTXSID4061703
• Nikkaji Number: J27.993E
• Wikidata: Q27107933
• Metabolomics Workbench ID: 53364
• Mol file: 1452-77-3.mol

Synonyms:picolinamide

Chemical Property of Picolinamide

Chemical Property:

• Vapor Pressure: 2.95E-11mmHg at 25°C
• Melting Point: 110°C (dec.)(lit.)
• Refractive Index: 1.616
• Boiling Point: 334.4 °C at 760 mmHg
• PKA: pK1: 2.10(+1) (20°C)
• Flash Point: 156 °C
• PSA: 55.98000
• Density: 1.204 g/cm³
• LogP: 0.88080
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 122.048012819
• Heavy Atom Count: 9
• Complexity: 114

Purity/Quality:

98% ^*data from raw suppliers

Picolinamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=NC(=C1)C(=O)N
• Uses: Picolinamide was used as template in preparation of molecular imprinting polymer. Picolinamide was used in a study to evaluate kinetics and mechanism of liberation of picolinamide from chromium(III)-picolinamide complexes in HClO4. A nicotinic acid derivative for prevention and treatment of cancer by activating RUNX3 gene.

Technology Process of Picolinamide

There total 95 articles about Picolinamide 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: 84.0%

2-Cyanopyridine (100-70-9,1232006-36-8) + 1-dodecyl alcohol (112-53-8) → pyridine-2-carboxylic acid amide (1452-77-3) + dodecyl benzoate (2915-72-2)

Guidance literature:

With cerium(IV) oxide; water; at 160 ℃; for 36h; Inert atmosphere;

DOI:10.1021/acscatal.6b00272

Reference yield: 61.0%

2-hydroxyiminomethyl-pyridine (2110-14-7) → 2-Cyanopyridine (100-70-9,1232006-36-8) + pyridine-2-carboxylic acid amide (1452-77-3)

Guidance literature:

With cerium(IV) oxide; In o-xylene; at 160 ℃; for 6h; Dean-Stark; Inert atmosphere;

DOI:10.1021/acscatal.6b00272

Reference yield: 60.0%

2-Hydroxymethylpyridine (586-98-1) → 2-Cyanopyridine (100-70-9,1232006-36-8) + pyridine-2-carboxylic acid amide (1452-77-3)

Guidance literature:

With tert.-butylhydroperoxide; tetraethylammonium iodide; ammonium bicarbonate; In acetonitrile; at 70 ℃; for 22h;

DOI:10.1039/c3ob42037j

upstream raw materials:

2-bromo-pyridine

potassium cyanide

cyanomethyl 2-pyridinecarboxylate

pyridine-2-carbaldehyde

Downstream raw materials:

N-(hydroxymethyl)picolinamide

2-pyridinecarboxylic acid N-oxide

2-pyridinecarboxamide 1-oxide

5-methyl-2-pyridinecarboxamide

Refernces

• 1、 Challa, Prathap,Venkata Rao,Nagaiah,Nagu,David Raju,Rama Rao. "Coupling of CH 3 OH and CO 2 with 2-cyanopyridine for enhanced yields of dimethyl carbonate over ZnO – CeO 2 catalyst". . . Retrieved 2019.
• 2、 Ounkham, Whalmany L.,Weeden, Jason A.,Frost, Brian J.. "Aqueous-Phase Nitrile Hydration Catalyzed by an In Situ Generated Air-Stable Ruthenium Catalyst". . p. 10013 - 10020. Retrieved 2019.
• 3、 Nonoyama,Yamasaki. "-". . p. 585. Retrieved 1969.
• 4、 Cheng, Zhongyi,Jiang, Shijin,Zhou, Zhemin. "Substrate access tunnel engineering for improving the catalytic activity of a thermophilic nitrile hydratase toward pyridine and pyrazine nitriles". . p. 8 - 13. Retrieved 2021.
• 5、 Unnikrishnan,Darbha, Srinivas. "Direct synthesis of dimethyl carbonate from CO2 and methanol over CeO2 catalysts of different morphologies". . p. 957 - 965. Retrieved 2016.
• 6、 Thirumal, Muniyappan,Venkatachalam, Galmari,Venkattappan, Anbazhagan. "Ruthenium(III) 2-(aminofluoreneazo)phenolate complexes: Synthesis, characterization, catalytic activity in amidation reaction and Fluorescence quenching studies". . . Retrieved 2020.
• 7、 Meng, Hua,Zi, You,Xu, Xiao-Ping,Ji, Shun-Jun. "Metal-free one-pot domino reaction: Chemoselective synthesis of polyarylated oxazoles". . p. 3819 - 3826. Retrieved 2015.
• 8、 Rozhkova, Yuliya S.,Plekhanova, Irina V.,Gorbunov, Alexey A.,Stryapunina, Olga G.,Chulakov, Evgeny N.,Krasnov, Victor P.,Ezhikova, Marina A.,Kodess, Mikhail I.,Slepukhin, Pavel A.,Shklyaev, Yurii V.. "Synthesis of novel racemic 3,4-dihydroferroceno[c]pyridines via the Ritter reaction". . p. 768 - 772. Retrieved 2019.
• 9、 Nagalakshmi, Veerasamy,Nandhini, Raja,Brindha, Veerappan,Krishnamoorthy, Bellie Sundaram,Balasubramani, Kasthuri. "Half-sandwich ruthenium(II) complexes containing biphenylamine based Schiff base ligands: Synthesis, structure and catalytic activity in amidation of various aldehydes". . . Retrieved 2020.
• 10、 Vinoth, Govindasamy,Indira, Sekar,Bharathi, Madheswaran,Sounthararajan, Muniyan,Sakthi, Dharmalingam,Bharathi, Kuppannan Shanmuga. "Appraisal of Ruthenium(II)complexes of (4-phenoxyphenylazo)ligands for the synthesis of primary amides by dint of hydroxylamine hydrochloride and aldehydes". . p. 67 - 77. Retrieved 2019.