99968-74-8

Basic information

• Product Name: 2-Furancarboxamide,5-methyl-(9CI)
• Synonyms: 2-Furancarboxamide,5-methyl-(9CI);5-Methylfuran-2-carboxamide
• CAS NO: 99968-74-8
• Molecular Formula: C6H7NO2
• Molecular Weight: 125.13
• Product Categories: AMIDE
• Mol File: 99968-74-8.mol
• Article Data: 14

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-Furancarboxamide,5-methyl-(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Furancarboxamide,5-methyl-(9CI)(99968-74-8)
• EPA Substance Registry System: 2-Furancarboxamide,5-methyl-(9CI)(99968-74-8)

Safety Data

• Hazardous Substances Data: 99968-74-8(Hazardous Substances Data)

Upstream product

• 14003-11-3 5-methylfuran-2-carbonyl chloride 
• 620-02-0 5-Methylfurfural 
• 13714-86-8 5-methyl-furan-2-carbonitrile 

Relevant articles and documents

Chlorophosphines as auxiliary ligands in ruthenium-catalyzed nitrile hydration reactions: Application to the preparation of β-ketoamides

The catalytic hydration of nitriles into amides, in water under neutral conditions, has been studied using a series of arene-ruthenium(ii) complexes containing commercially available chlorophosphines as auxiliary ligands, i.e. compounds [RuCl2(η6-p-cymene)(PR2Cl)] (R = aryl, heteroaryl or alkyl group). In the reaction medium, the coordinated chlorophosphines readily undergo hydrolysis to generate the corresponding phosphinous acids PR2OH, which are well-known "cooperative" ligands for this catalytic transformation. Among the complexes employed, best results were obtained with [RuCl2(η6-p-cymene){P(4-C6H4F)2Cl}]. Performing the catalytic reactions at 40 °C with 2 mol% of this complex, a large variety of organonitriles could be selectively converted into the corresponding primary amides in high yields and relatively short times. The application of [RuCl2(η6-p-cymene){P(4-C6H4F)2Cl}] in the preparation of synthetically useful β-ketoamides is also presented.

Copper(II) acetate-catalysed conversion of aldoximes to amides under mild conditions

A mild method for the metal-catalysed conversion of aldoximes to amides has been achieved by the combined use of copper(II) acetate and MeCN in EtOH under reflux. The presence of a catalytic amount of MeCN (0.05 equiv.) accelerated the reaction and improved the yield. Aryl, heteroaryl and alkyl aldoximes were transformed into the corresponding amides in moderate to good yield. 2-Furyl and 2-Thiophenyl aldoximes, which possess a heteroatom lone pair positioned ortho to the oximido group, showed enhanced reactivity, and the corresponding amides were obtained in excellent yield.

Exploring rhodium(I) complexes [RhCl(COD)(PR3)] (COD = 1,5-cyclooctadiene) as catalysts for nitrile hydration reactions in water: The aminophosphines make the difference

Several rhodium(I) complexes, [RhCl(COD)(PR3)], containing potentially cooperative phosphine ligands, have been synthesized and evaluated as catalysts for the selective hydration of organonitriles into amides in water. Among the different phosphines screened, those of general composition P(NR 2)3 led to the best results. In particular, complex [RhCl(COD){P(NMe2)3}] was able to promote the selective hydration of a large range of nitriles in water without the assistance of any additive, showing a particularly high activity with heteroaromatic and heteroaliphatic substrates. Employing this catalyst, the antiepileptic drug rufinamide was synthesized in high yield by hydration of 4-cyano-1-(2,6- difluorobenzyl)-1H-1,2,3-triazole. For this particular transformation, complex [RhCl(COD){P(NMe2)3}] resulted more effective than related ruthenium catalysts.