At one time, a raw material for the production of hexamethylenediamine was the pen- tose-based polysaccharides of agricultural wastes such as oat hulls. Treatment of these wastes with sulfuric acid or hydrochloric acid gives furfural. Decarbonylation of furfural over a zinc-chromium-molybdenum catalyst gives furan. Propose reagents and experi- mental conditions for the conversion of furan to hexamethylenediamine. Zn-Cr-Mo catalyst oat hulls, corn H,SO, cobs, sugar cane stalks H,0 CH Furfural Furan Tetrahydro- furan (THF) CI(CH,),CI N=C(CH2),C=N H,N(CH,),NH, 1,4-Dichloro- Hexanedinitrile 1,6-Hexanediamine butane (Adiponitrile) (Hexamethylenediamine)

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At one time, a raw material for the production of hexamethylenediamine was the pen-
tose-based polysaccharides of agricultural wastes such as oat hulls. Treatment of these
wastes with sulfuric acid or hydrochloric acid gives furfural. Decarbonylation of furfural
over a zinc-chromium-molybdenum catalyst gives furan. Propose reagents and experi-
mental conditions for the conversion of furan to hexamethylenediamine.
Zn-Cr-Mo
catalyst
oat hulls, corn
H,SO,
cobs, sugar cane
stalks
H,0
CH
Furfural
Furan
Tetrahydro-
furan (THF)
CI(CH,),CI
N=C(CH2),C=N
H,N(CH,),NH,
1,4-Dichloro-
Hexanedinitrile
1,6-Hexanediamine
butane
(Adiponitrile)
(Hexamethylenediamine)
Transcribed Image Text:At one time, a raw material for the production of hexamethylenediamine was the pen- tose-based polysaccharides of agricultural wastes such as oat hulls. Treatment of these wastes with sulfuric acid or hydrochloric acid gives furfural. Decarbonylation of furfural over a zinc-chromium-molybdenum catalyst gives furan. Propose reagents and experi- mental conditions for the conversion of furan to hexamethylenediamine. Zn-Cr-Mo catalyst oat hulls, corn H,SO, cobs, sugar cane stalks H,0 CH Furfural Furan Tetrahydro- furan (THF) CI(CH,),CI N=C(CH2),C=N H,N(CH,),NH, 1,4-Dichloro- Hexanedinitrile 1,6-Hexanediamine butane (Adiponitrile) (Hexamethylenediamine)
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