73541-92-1

Basic information

• Product Name: (piperidin-1-ylmethylidene)propanedinitrile
• Synonyms: 2-(1-Piperidinylmethylene)malononitrile; 2-(piperidinomethylidene)malononitrile
• CAS NO: 73541-92-1
• Molecular Formula: C₉H₁₁N₃
• Molecular Weight: 161.2037
• Mol File: 73541-92-1.mol
• Article Data: 5

Chemical Properties

• Melting Point: 90-91 °C(Solv: ethyl acetate (141-78-6); pentane (109-66-0))
• Boiling Point: 270.5°C at 760 mmHg
• Flash Point: 111.6°C
• Density: 1.181g/cm³
• Vapor Pressure: 0.00683mmHg at 25°C
• Refractive Index: 1.599
• PKA: 0.15±0.20(Predicted)
• CAS DataBase Reference: (piperidin-1-ylmethylidene)propanedinitrile(CAS DataBase Reference)
• NIST Chemistry Reference: (piperidin-1-ylmethylidene)propanedinitrile(73541-92-1)
• EPA Substance Registry System: (piperidin-1-ylmethylidene)propanedinitrile(73541-92-1)

Safety Data

• Hazardous Substances Data: 73541-92-1(Hazardous Substances Data)

Upstream product

• 110-89-4 piperidine 
• 290-87-9 1,3,5-Triazine 
• 109-77-3 malononitrile 
• 100-16-3 4-nitrophenylhydrazone 
• 123-06-8 Ethoxymethylenemalononitrile 
• 1268247-73-9 3-bromoisothiazole-4-carbonitrile 

Relevant articles and documents

Regioselective hydrodehalogenation of 3,5-dihaloisothiazole-4- carbonitriles: Synthesis of 3-haloisothiazole-4-carbonitriles

3,5-Dibromoisothiazole-4-carbonitrile 1 treated with Zn or In dust (5 equiv) and HCO2H undergoes regioselective hydrodebromination to give 3-bromoisothiazole-4-carbonitrile 3 in 70-74% yield. Similarly, 5-bromo and iodo 3-chloroisothiazole-4-carbonitriles 8 and 9 give 3-chloroisothiazole-4- carbonitrile 4 in 77 and 85% yields, respectively. Also hydrodeamination of 5-amino-3-chloroisothiazole-4-carbonitrile 7 using isoamyl nitrite gives the latter in 95% yield. The dibromoisothiazole 1 reacts with Zn dust in either DCO2D or HCO2D to give 3-bromo-5-deuterioisothiazole-4- carbonitrile 10 in 71 and 58% yields, respectively. The 3-bromoisothiazole 3 reacts with cyclic dialkylamines to give the corresponding 2- (dialkylaminomethylene)-malononitriles and not the expected 3- dialkylaminoisothiazole-4-carbonitriles. Finally, the 3-bromoisothiazole 3 is readily converted into both 3-bromoisothiazole-4-carboxamide 19 and the carboxylic acid 20. All products are fully characterized.

1,1'-Dicyano-2-substituted ethylenes : A new class of glucose uptake inhibitors in antifilarial chemotherapy

Several 1,1'-dicyano-2-substituted ethylenes (2-16) were synthesized and evaluated for in vivo antifilarial activity. Some of the screened compounds showed significant antifilarial response against Acanthocheilonema viteae in rodents.

On the condensation of acid amides with active methylene compounds and the preparation of new thiazole derivatives.

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