Nicotinaldehyde azine

Base Information

• Chemical Name: Nicotinaldehyde azine
• CAS No.: 13362-77-1
• Molecular Formula: C12H10 N4
• Molecular Weight: 210.238
• Hs Code.: 2933990090
• European Community (EC) Number: 236-431-8
• DSSTox Substance ID: DTXSID50418636
• Nikkaji Number: J119.422D
• Wikidata: Q76391463
• Mol file: 13362-77-1.mol

Synonyms:Nicotinaldehyde azine;13362-77-1;3-[(E)-[(2E)-2-[(pyridin-3-yl)methylidene]hydrazin-1-ylidene]methyl]pyridine;AC1NSOVF;3-Pyridinecarboxaldehyde, (3-pyridinylmethylene)hydrazone;DTXSID50418636;252020-18-1

Chemical Property of Nicotinaldehyde azine

Chemical Property:

• Vapor Pressure: 3.97E-05mmHg at 25°C
• Melting Point: 144-145 °C(Solv: ethyl acetate (141-78-6))
• Boiling Point: 362.7°C at 760 mmHg
• PKA: 5.14±0.50(Predicted)
• Flash Point: 173.1°C
• PSA: 50.50000
• Density: 1.12g/cm³
• LogP: 1.92960
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 210.090546336
• Heavy Atom Count: 16
• Complexity: 223

Purity/Quality:

99% ^*data from raw suppliers

3-Pyridinealdazine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CN=C1)C=NN=CC2=CN=CC=C2
• Isomeric SMILES: C1=CC(=CN=C1)/C=N\N=C/C2=CN=CC=C2

Technology Process of Nicotinaldehyde azine

There total 8 articles about Nicotinaldehyde azine 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: 90.0%

3-pyridinecarboxaldehyde (500-22-1) → 1,4-bis(3-pyridyl)-2,3-diaza-1,3-butadiene (13362-77-1)

Guidance literature:

With hydrazine hydrate; In ethanol; at 20 ℃; for 24h; Inert atmosphere;

DOI:10.1039/c6ce00151c

Reference yield: 75.38%

3-pyridinecarboxaldehyde (500-22-1) → (1E,2E)-1,2-bis(pyridin-3-ylmethylene)hydrazine (13362-77-1)

Guidance literature:

With acetic acid; hydrazine; In ethanol; for 6h; Reflux;

DOI:10.1007/s00044-020-02666-6

Reference yield: 37.0%

methyl (E)-1- (2-oxopropyl)-2-(pyridin-3-ylmethylene)hydrazine-1-carboxylate → C11H15N5O2 + pymetrozine (123312-89-0) + hydrazone of pyridine-3-carboxaldehyde (26364-02-3) + 1,4-bis(3-pyridyl)-2,3-diaza-1,3-butadiene (13362-77-1)

Guidance literature:

With hydrazine hydrate; In ethanol; at 25 ℃;

DOI:10.3184/174751918X15341514233168

upstream raw materials:

3-pyridinecarboxaldehyde

4-methyl-N′-(pyridin-3-ylmethylene)benzenesulfonohydrazide

6-Methyl-4-oxo-9-[1-pyridin-3-yl-meth-(E)-ylidene]-6,7,8,9-tetrahydro-4H-pyrido[1,2-a]pyrimidine-3-carboxylic acid ethyl ester

3-Pyridincarbaldehyd-hydrazon

Refernces

• 1、 Ghaedi,Alam Barakat,Asfaram,Mirtamizdoust,Bazrafshan,Hajati. "Efficient adsorption of Europhtal onto activated carbon modified with ligands (1E,2E)-1,2-bis(pyridin-4-ylmethylene)hydrazine (M) and (1E,2E)-1,2-bis(pyridin-3-ylmethylene)hydrazine (SCH-4); Response surface methodology". . p. 42376 - 42387. Retrieved 2015.
• 2、 Lozovan,Coropceanu,Bourosh,Micu,Fonari. "Coordination Polymers of Zn and Cd Based on Two Isomeric Azine Ligands: Synthesis, Crystal Structures, and Luminescence Properties". . p. 11 - 21. Retrieved 2019.
• 3、 Zhou, Qifan,Du, Fangyu,Shi, Yajie,Liu, Wenqiang,Liu, Dongdong,Chen, Guoliang. "An efficient protocol for the production of pymetrozine via a new synthetic strategy". . p. 434 - 438. Retrieved 2018/09/12.