2-Amino-3-pyridinecarboxaldehyde

Base Information

• Chemical Name: 2-Amino-3-pyridinecarboxaldehyde
• CAS No.: 7521-41-7
• Molecular Formula: C6H6N2O
• Molecular Weight: 122.126
• Hs Code.: 29339900
• European Community (EC) Number: 626-730-5
• DSSTox Substance ID: DTXSID20226184
• Nikkaji Number: J886.528K
• Wikidata: Q72441522
• Mol file: 7521-41-7.mol

Synonyms:7521-41-7;2-Amino-3-pyridinecarboxaldehyde;2-Aminonicotinaldehyde;2-aminopyridine-3-carbaldehyde;2-Amino-3-formylpyridine;2-amino-pyridine-3-carbaldehyde;2-Aminopyridine-3-carboxaldehyde;3-Pyridinecarboxaldehyde, 2-amino-;MFCD01830382;2-Amino-3-pyridine carboxaldehyde;2-amino nicotinaldehyde;2-amino-3 formylpyridine;2-amino-3-formyl-pyridine;SCHEMBL120361;2-Amino-3-Pyridine Formaldehyde;DTXSID20226184;2-amino-3-pyridine-carboxaldehyde;2-amino-pyridine-3-carboxaldehyde;CS-M0437;BBL012800;STK785705;AKOS002666409;AB09963;AC-1890;2-Amino-3-pyridinecarboxaldehyde, 97%;BP-10721;HY-75813;SY005392;AM20070035;FT-0601003;EN300-53194;2X-0724;AA-516/30054004;W-203723;Z787969952

Chemical Property of 2-Amino-3-pyridinecarboxaldehyde

Chemical Property:

• Appearance/Colour: yellow crystals
• Vapor Pressure: 0.00204mmHg at 25°C
• Melting Point: 98-102 °C(lit.)
• Boiling Point: 290.7 °C at 760 mmHg
• PKA: 4.99±0.36(Predicted)
• Flash Point: 129.6 °C
• PSA: 55.98000
• Density: 1.264 g/cm³
• LogP: 1.05750
• Storage Temp.: Refrigerator (+4°C)
• Sensitive.: Air Sensitive
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• Water Solubility.: insoluble
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 122.048012819
• Heavy Atom Count: 9
• Complexity: 105

Purity/Quality:

99% ^*data from raw suppliers

2-Aminonicotinaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, Xi
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 26-36-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(N=C1)N)C=O
• Uses: 2-Aminonicotinaldehyde is commonly employed as a starting material for a wide variety of N-heterocyclic compounds (e.g. β-nicotyrine [N445000]) . 2-Aminonicotinaldehyde is also used as a reagent to synthesize hydrazones (e.g.thionaphthenquinone 3-hydrazone [T367720]), which possess antituburcular properties.

Technology Process of 2-Amino-3-pyridinecarboxaldehyde

There total 26 articles about 2-Amino-3-pyridinecarboxaldehyde 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: 100.0%

N-(3-formyl-2-pyridinyl)-2,2-dimethylpropanamide (86847-64-5) → 2-Aminonicotinaldehyde (7521-41-7)

Guidance literature:

N-(3-formyl-2-pyridinyl)-2,2-dimethylpropanamide; With hydrogenchloride; In water; for 18h; Heating / reflux;

With potassium carbonate; In water; at 20 ℃; pH=7;

Reference yield: 84.0%

2-(pivaloylamino)pyridine (86847-59-8) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 2-Aminonicotinaldehyde (7521-41-7)

Guidance literature:

Multistep reaction;

DOI:10.1081/SCC-100104071

Reference yield: 83.0%

(2-amino-3-pyridinyl)methanol (23612-57-9) → 2-Aminonicotinaldehyde (7521-41-7)

Guidance literature:

With manganese(IV) oxide; In dichloromethane; at 20 ℃;

upstream raw materials:

pyridine-3-carbonitrile

3-cyano-1-methylpyridinium iodide

N-(3-formyl-2-pyridinyl)-2,2-dimethylpropanamide

2-(3-Iminomethyl-pyridin-2-yl)-isoindole-1,3-dione

Downstream raw materials:

2-(3-pyridyl)-1,8-naphthyridine

(2-Hydroxy-phenyl)-(2-phenyl-[1,8]naphthyridin-3-yl)-methanone

2-(2-hydroxyphenyl)-1,8-naphthyridine

2-Methyl-[1,8]naphthyridine-3-carboxylic acid (2-methoxy-phenyl)-amide

Refernces

• 1、 Konakanchi, Ramaiah,Mallela, Ramachary,Guda, Ramu,Kotha, Laxma Reddy. "Synthesis, characterization, biological screening and molecular docking studies of 2-aminonicotinaldehyde (ANA) and its metal complexes". . p. 27 - 53. Retrieved 2018.
• 2、 Yu, Ming-Ming,Li, Zhan-Xian,Wei, Liu-He,Wei, Dong-Hui,Tang, Ming-Sheng. "A 1,8-naphthyridine-based fluorescent chemodosimeter for the rapid detection of Zn2+ and Cu2+". . p. 5115 - 5118. Retrieved 2008.
• 3、 Gu, Xiangyu,Liu, Jianwen,Ni, Xintong,Qi, Yingxue,Qian, Xuhong,Shao, Xusheng,Xu, Xiaoyong,Yuan, Pengtao. "Non-alkylator anti-glioblastoma agents induced cell cycle G2/M arrest and apoptosis: Design, in silico physicochemical and SAR studies of 2-aminoquinoline-3-carboxamides". supporting information. . Retrieved 2021/09/22.
• 4、 Dev, Kapil,Ramakrishna,Maurya, Saransh Wales,Siddiqui, Ibadur Rahman,Kant, Ruchir,Maurya, Rakesh. "Ugi three-component reaction of alcohols, amines and isocyanides: A new approach to the synthesis of cyclic amidines". supporting information. p. 1202 - 1206. Retrieved 2017/03/02.