Hydrofuramide

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Hydrofuramide
Names
IUPAC name
(E)-1-(Furan-2-yl)-N-[furan-2-yl-[(E)-furan-2-ylmethylideneamino]methyl]methanimine
Other names
N,N'-Difurfurylidene-2-furanmethanediamine
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.007.083 Edit this at Wikidata
EC Number
  • 207-790-8
UNII
  • InChI=1S/C15H12N2O3/c1-4-12(18-7-1)10-16-15(14-6-3-9-20-14)17-11-13-5-2-8-19-13/h1-11,15H/b16-10+,17-11+
    Key: CYGDSXFTXXFMNI-OTYYAQKOSA-N
  • InChI=1/C15H12N2O3/c1-4-12(18-7-1)10-16-15(14-6-3-9-20-14)17-11-13-5-2-8-19-13/h1-11,15H/b16-10+,17-11+
    Key: CYGDSXFTXXFMNI-OTYYAQKOBP
  • C1=COC(=C1)/C=N/C(/N=C/C2=CC=CO2)C3=CC=CO3
Properties
C15H12N2O3
Molar mass 268.272 g·mol−1
Appearance crystals
Density 1.23 g/mL @ 20 °C
Melting point 118 to 119 °C (244 to 246 °F; 391 to 392 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Hydrofuramide is a condensation product of three molar equivalents of furfural with two molar equivalents of ammonia. Hydrofuramide is a crystalline solid with a melting point of 118-119 °C.[1] The molecule may be described as a diimine with three pendant furanyl rings. Hydrofuramide is a versatile specialty chemical with applications in diverse areas, including rubber additives, pharmaceutical intermediates, preservatives, and rodenticides.[2]

Hydrofuramide was prepared in 1960 by Kapur via the reaction of furfural with aqueous ammonia in chilled ethanol solution.[3]

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References

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