Malononitrile, (3-pyridylmethylene)-

Base Information

• Chemical Name: Malononitrile, (3-pyridylmethylene)-
• CAS No.: 7424-56-8
• Molecular Formula: C9H5N3
• Molecular Weight: 155.159
• NSC Number: 102579
• UNII: 35MD2WSM7Q
• DSSTox Substance ID: DTXSID30225229
• Nikkaji Number: J41.631B
• ChEMBL ID: CHEMBL56281
• Mol file: 7424-56-8.mol

Synonyms:7424-56-8;2-(pyridin-3-ylmethylidene)propanedinitrile;MALONONITRILE, (3-PYRIDYLMETHYLENE)-;3-Pyridylmethylenemalononitrile;Propanedinitrile, (3-pyridinylmethylene)-;NSC 102579;BRN 0118555;35MD2WSM7Q;2-[(pyridin-3-yl)methylidene]propanedinitrile;(3-Pyridylmethylene)malononitrile;2-((PYRIDIN-3-YL)METHYLIDENE)PROPANEDINITRILE;NSC-102579;2-(pyridin-3-ylmethylene)malononitrile;4-22-00-01672 (Beilstein Handbook Reference);NSC102579;Tyrphostin deriv. 1;(pyridin-3-ylmethylidene)propanedinitrile;UNII-35MD2WSM7Q;NCIOpen2_001710;MLS000420228;CHEMBL56281;WLN: T6NJ C1UYCN&CN;BDBM4271;SCHEMBL22208284;DTXSID30225229;HMS2671G09;(3-Pyridinylmethylene)malononitrile;MFCD00466404;STK170257;AKOS002951300;2-(3-Pyridinylmethylene)propanedinitrile;2-(pyridin-3-yl-methylene)malononitrile;NCGC00246596-01;LS-89002;SMR000322817;CS-0319471;Propanedinitrile, 2-(3-pyridinylmethylene)-;2Z-0210;F0192-0845

Chemical Property of Malononitrile, (3-pyridylmethylene)-

Chemical Property:

• Vapor Pressure: 0.000392mmHg at 25°C
• Boiling Point: 317.2°C at 760 mmHg
• Flash Point: 113.9°C
• PSA: 60.47000
• Density: 1.224g/cm³
• LogP: 1.51216
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 155.048347172
• Heavy Atom Count: 12
• Complexity: 255

Purity/Quality:

99% ^*data from raw suppliers

(pyridin-3-ylmethylidene)propanedinitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CN=C1)C=C(C#N)C#N

Technology Process of Malononitrile, (3-pyridylmethylene)-

There total 2 articles about Malononitrile, (3-pyridylmethylene)- 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: 96.0%

3-pyridinecarboxaldehyde (500-22-1) + malononitrile (109-77-3) → 2-(3-pyridylmethylene)malononitrile (7424-56-8)

Guidance literature:

With 2,3,4,5,7,8,9,10-octahydropyrimido[1,2-a]azepin-1-ium acetate; In water; at 20 ℃; for 1h;

DOI:10.3184/030823409X12616597939085

Reference yield: 85.0%

3-pyridinecarboxaldehyde (500-22-1) + ethenetetracarbonitrile (670-54-2) → 2-(3-pyridylmethylene)malononitrile (7424-56-8)

Guidance literature:

With cycl-isopropylidene malonate; water; at 80 ℃; for 1.5h;

DOI:10.1248/cpb.56.1480

Reference yield: 99.0%

2-(3-pyridylmethylene)malononitrile (7424-56-8) + dimethyl 2-(2,4-dimethoxyphenylamino)maleate → dimethyl 6'-amino-5'-cyano-1'-(2,4-dimethoxyphenyl)-1',4'-dihydro-[3,4'-bipyridine]-2',3'-dicarboxylate

Guidance literature:

With trialkylamine; In methanol; at 20 ℃; for 72h;

DOI:10.1016/j.bioorg.2020.104364

upstream raw materials:

3-pyridinecarboxaldehyde

malononitrile

ethenetetracarbonitrile

Downstream raw materials:

4-Pyridin-3-yl-2-thioxo-1,2,5,6,7,8-hexahydro-quinoline-3-carbonitrile

2,6-diamino-4-(3-pyridyl)-3,5-dicyano-4H-thiopyran

thioamide of 3-pyridyl-2,4,4-tricyano-3-butenoic acid

4-Cyclopropyl-2-imino-6-pyridin-3-yl-cyclohex-3-ene-1,1,3-tricarbonitrile

Refernces

• 1、 Anamika,Drew, Michael G. B.,Kumar, Kamlesh,Singh, Nanhai,Yadav, Chote Lal. "Ferrocene-Functionalized Dithiocarbamate Zinc(II) Complexes as Efficient Bifunctional Catalysts for the One-Pot Synthesis of Chromene and Imidazopyrimidine Derivatives via Knoevenagel Condensation Reaction". . p. 6446 - 6462. Retrieved 2021/05/31.
• 2、 -. "COMPOUNDS AND METHODS FOR TREATING OR PREVENTING HEART FAILURE". Page/Page column 104; 115-116. . Retrieved 2020/07/25.