3237-22-7

Basic information

• Product Name: (2-FURANYLMETHYLENE)MALONONITRILE
• Synonyms: (2-FURANYLMETHYLENE)MALONONITRILE, 98+%;[(2-Furyl)methylene]propanedinitrile;2-(2-Furanyl)ethene-1,1-dicarbonitrile;2-(2-Furanylmethylene)malononitrile;2-(2-Furylmethylene)malononitrile;2-(Furan-2-ylmethylene)malononitrile;f2375;furfural-malonitril
• CAS NO: 3237-22-7
• Molecular Formula: C₈H₄N₂O
• Molecular Weight: 144.13
• Product Categories: Heterocyclic Building Blocks;Building Blocks;Furans
• Mol File: 3237-22-7.mol

Chemical Properties

• Melting Point: 70-74 °C(lit.)
• Boiling Point: 264.6°Cat760mmHg
• Flash Point: 113.8°C
• Appearance: /
• Density: 1.239g/cm³
• Vapor Pressure: 0.0096mmHg at 25°C
• Refractive Index: 1.58
• CAS DataBase Reference: (2-FURANYLMETHYLENE)MALONONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: (2-FURANYLMETHYLENE)MALONONITRILE(3237-22-7)
• EPA Substance Registry System: (2-FURANYLMETHYLENE)MALONONITRILE(3237-22-7)

Safety Data

• Hazard Codes: Xn
• Statements: 20/21/22
• Safety Statements: 36
• WGK Germany: 3
• RTECS: OO4090000
• Hazardous Substances Data: 3237-22-7(Hazardous Substances Data)

Usage

Chemical Properties

Beige to orange crystalline powder

Synthesis Reference(s)

The Journal of Organic Chemistry, 49, p. 5195, 1984 DOI: 10.1021/jo00200a036

InChI:InChI=1/C8H4N2O/c9-5-7(6-10)4-8-2-1-3-11-8/h1-4H

Upstream product

• 39145-34-1 2-furfurylidenecyanothioacetamide 
• 13533-22-7 N-(2-furylmethylene)-p-chloraniline 
• 109-77-3 malononitrile 
• 1062320-38-0 C₁₁H₈BrNO₂ 
• 18440-58-9 1-(N-phenylhydrazono)-1-chloropropanone 
• 75482-50-7 2-(2-phenylhydrazono)-2-chloro-1-phenylethanone 

Downstream Products

• 115802-03-4 2-amino-4-(furan-2-yl)-6-(thiophen-2-yl)isophthalonitrile 
• 83989-90-6 4-(furan-2-yl)-2-sulfanylidene-1,2,5,6,7,8-hexahydroquinoline-3-carbonitrile 
• 123518-00-3 6-amino-4-(2-furyl)-2-thioxo-1,2-dihydropyridine-3,5-dicarbonitrile 
• 123518-02-5 2,6-diamino-4-(furan-2-yl)-4H-thiopyran-3,5-dicarbonitrile 
• 95644-01-2 4,6-Diamino-5-[1-furan-2-yl-meth-(E)-ylidene]-2-thioxo-2,5-dihydro-pyridine-3-carbonitrile 
• 94639-46-0 (3-Cyano-6-ethyl-4-furan-2-yl-pyridin-2-ylsulfanyl)-acetic acid methyl ester 
• 94639-43-7 (3-Cyano-4-furan-2-yl-5,6-dimethyl-pyridin-2-ylsulfanyl)-acetic acid methyl ester 
• 128939-47-9 5-Amino-7-furan-2-yl-1,3-diphenyl-2-thioxo-1,2,3,7-tetrahydro-pyrano[2,3-d]imidazole-6-carbonitrile 
• 105192-13-0 4-Amino-5-[1-furan-2-yl-meth-(Z)-ylidene]-6-imino-2-oxo-1-{[1-phenyl-meth-(Z)-ylidene]-amino}-1,2,5,6-tetrahydro-pyridine-3-carbonitrile 
• 105212-39-3 4-Amino-5-cyano-2-furan-2-yl-6-oxo-1-{[1-phenyl-meth-(Z)-ylidene]-amino}-1,6-dihydro-pyridine-3-carboxylic acid 
• 128763-67-7 8-Amino-2,3-dihydro-6-(2-furyl)-3-oxo-2-phenylcinnolin-4,7-dicarbonitrile 
• 129014-27-3 5-Amino-6-cyano-7-furan-2-yl-2-[1-furan-2-yl-meth-(E)-ylidene]-3-oxo-2,3-dihydro-7H-thiazolo[3,2-a]pyridine-8-carboxylic acid (2-ethyl-phenyl)-amide 
• 125040-92-8 ethyl-5-amino-6-cyano-7-(2-furyl)-4-oxo-3-phenyl-3,4-dihydro-1-phthalazinecarboxylate 
• 72568-56-0 ethyl 6-amino-5-cyano-4-(furan-2-yl)-2-methyl-4H-pyran-3-carboxylate 

Relevant articles and documents

SDS/CH2(CN)EWG/H2O: An efficient and green system for the cleavage of nitrones and imines in water

SDS/CH2(CN)EWG/H2O system (EWG= electron withdrawing group) reacted with nitrones and imines in water to produce addition-elimination products with excellent yields at room temperature.

Reactions with hydrazonoyl halides XIX1: Synthesis of some pyrazole and 5-arylazothiazole derivatives

Hydrazonoyl chlorides 1 reacted with 2-aryl-1-cyano-1-thiazol-2-ylethenes 2 in presence of triethylamine to give the cycloadducts 4. which were converted to the corresponding pyrazoles 5 by the action of sodium methoxide. The reaction of hydrazonoyl halides 1 and 6 with each of 2-arylidene-2-cyanoethanethioamides 7 and 2-arylhydrazono-2-cyanoethanethioamides 14 in ethanolic triethylamine or ethanolic sodium hydroxide solutions, has been investigated. Structures of all the products were established on the basis of their spectral data and alternative synthesis.