13714-86-8

Usage

Uses

Used in Chemical Synthesis:
5-Methyl-2-furonitrile is used as a chemical intermediate for the synthesis of various compounds, including pharmaceuticals, agrochemicals, and other specialty chemicals. Its unique structure allows for further functionalization and modification, making it a valuable building block in the chemical industry.
Used in Flavor and Fragrance Industry:
5-Methyl-2-furonitrile is used as a flavoring agent and a component in the fragrance industry. Its distinct aroma profile contributes to the creation of various scents and flavors in the production of perfumes, cosmetics, and the food and beverage industry.
Used in Polymer Industry:
In the polymer industry, 5-Methyl-2-furonitrile is used as a monomer for the production of polymers with specific properties. Its incorporation into polymer chains can enhance the material's characteristics, such as strength, flexibility, and thermal stability.
Used in Pharmaceutical Industry:
5-Methyl-2-furonitrile is used as a starting material for the synthesis of various pharmaceutical compounds. Its reactivity and functional groups make it a suitable candidate for the development of new drugs and therapeutic agents.
Used in Agrochemical Industry:
In the agrochemical industry, 5-Methyl-2-furonitrile is used as a precursor for the synthesis of pesticides, herbicides, and other crop protection agents. Its chemical properties allow for the development of effective and targeted products to improve crop yield and protect against pests and diseases.

Synthesis Reference(s)

Tetrahedron, 39, p. 3881, 1983 DOI: 10.1016/S0040-4020(01)90890-7

InChI:InChI=1/C6H5NO/c1-5-2-3-6(4-7)8-5/h2-3H,1H3

Upstream product

• 617-88-9 2-Chloromethylfuran 
• 143-33-9 sodium cyanide 
• 151-50-8 potassium cyanide 
• 534-22-5 2-methylfuran 
• 1189-71-5 isocyanate de chlorosulfonyle 
• 620-02-0 5-Methylfurfural 
• 57784-58-4 (E)-2-(5-methylfuryl)aldehyde oxime 
• 7732-18-5 water 
• 74-90-8 hydrogen cyanide 
• 541-64-0 Furmethide 
• 98-00-0 (2-furyl)methyl alcohol 
• 67-56-1 methanol 

Downstream Products

• 620-02-0 5-Methylfurfural 
• 57537-80-1 ethyl imidates of 5-methyl-2-furancarboxylic acid 
• 876620-46-1 2-chloromethyl-5-(5-methyl-2-furyl)-1,3,4-oxadiazole 
• 856290-28-3 5-methylfuran-2-carboximidamide 
• 99968-74-8 amide of 5-methylfuran-2-carboxylic acid 
• 1221430-69-8 (+/-)-2-(5-methyl-furan-2-yl)-6-(1-phenyl-ethyl)thieno[2,3-d]pyrimidin-4-ylamine 
• 1431558-31-4 C₁₈H₁₄FN₃OS 
• 1221431-03-3 6-(2-chloro-benzyl)-2-(5-methyl-furan-2-yl)thieno[2,3-d]pyrimidin-4-ylamine 
• 1221430-65-4 6-(2-methoxy-benzyl)-2-(5-methyl-furan-2-yl)thieno[2,3-d]pyrimidin-4-ylamine 
• 1221430-75-6 2-(5-methyl-furan-2-yl)-6-phenethyl-thieno[2,3-d]pyrimidin-4-ylamine 
• 1221430-54-1 6-benzyl-2-(5-methyl-furan-2-yl)thieno[2,3-d]pyrimidin-4-ylamine 

Relevant academic research and scientific papers

Heterocyclic Adenosine Receptor Antagonists

Heterocyclic compounds useful as antagonists of adenosine receptors, and methods of treatment of diseases using antagonists of adenosine receptors are disclosed herein. Also disclosed herein are pharmaceutical compositions and methods of administration of

Alkali α-MnO2/Na: XMnO2 collaboratively catalyzed ammoxidation-Pinner tandem reaction of aldehydes

The tandem reaction is a growing field to yield important advances toward green and sustainable chemistry. Herein, we report a bifunctional manganese oxide catalyst with an interface binding redox phase (α-MnO2) and a basic phase (NaxMnO2). The molar ratio of NaOH/Mn plays a great role in the formation of α-MnO2/NaxMnO2. The sodium cation is essential for the formation of a basic NaxMnO2 phase while the potassium cation promotes the formation of a redox-active α-MnO2 phase. The interface structure of α-MnO2/NaxMnO2 geometrically favors the ammoxidation-Pinner tandem reaction to synthesize imidates in a 58-96% yield from aldehydes. Thus a phase collaborative effect is observed. In the ammoxidation process, the redox cycle of MnIV/MnIII is involved and the lattice oxygen in the α-MnO2 phase acts as an active oxygen species. The O-H in methanol is activated and dissociated on the basic sites of NaxMnO2 to the adsorbed methoxyl species to facilitate the Pinner synthesis. This approach bypasses the conventional synthesis of imidates, which suffer from harsh reaction conditions and the requirement for multiple steps.

Direct oxidative conversion of aldehydes to nitriles using IBX in aqueous ammonia

A mild, simple, chemoselective and high yielding procedure for the direct oxidative conversion of aldehydes to nitriles has been developed using IBX in aqueous ammonia.

S,S-dimethyl dithiocarbonate: A useful reagent for efficient conversion of aldoximes to nitriles

Dimethyl dithiocarbonate (DMDTC) has been shown to be an efficient dehydrating agent for a range of oximes derived from aliphatic, aromatic and heteroaromatic aldehydes yielding the corresponding nitriles in high yields.

A simple method for the synthesis of 5-substituted 2-cyanofurans

A new method based on the Schmidt reaction was developed for the production of 5-R-2-cyanofurans from 5-R-furfurals.

Elimination reactions of (Z)-thiophene- and (Z)-furan-2-carbaldehyde O- benzoyloximes. Effect of β-aryl group upon the nitrile-forming anti transition state

Elimination reactions of (Z)-thiophene- and (Z)-furan-2-carbaldehyde O- benzoyloximes 1 and 2 with DBU in MeCN have been investigated kinetically. The reactions are second order and exhibit substantial values of Hammett ρ and k(H)/k(D) values, and an E2 m

SYNTHESIS OF 5-SUBSTITUTED CYANOFURANS AND THEIR REACTION WITH HYDRAZINE

Based on the Schmidt reaction, a new method has been developed for the preparation of nitriles in furan series from the corresponding furfural derivatives.Depending on conditions, the reaction of 5-substituted cyanofurans with hydrazine leads to amidrazones, N-aminotriazoles, or 1,2,4,5-dihydrotetrazines.

A Useful Method for the Conversion of Aldehyde Oximes into Nitriles Using 1,1'-Oxalyldiimidazole

Under neutral conditions, aliphatic, alicyclic, aromatic, and heteroaromatic aldehyde oximes (3) react with 1,1'-oxalyldiimidazole (2) in an appropriate solvent such as benzene, acetonitrile, chloroform, or tetrahydrofuran at 65-70 degC within 1 h to give the corresponding nitriles (4) in good yield.Keywords --- dehydration; 1,1'-carbonyldiimidazole; 1,1'-oxalyldiimidazole; oxime; nitrile