YAKUGAKU ZASSHI
Online ISSN : 1347-5231
Print ISSN : 0031-6903
ISSN-L : 0031-6903
Synthesis of furan derivavives (1)
Furamidines
Trizo TakahashiHaruo SaikachiRyuichi KimuraTakashige Yoshina
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JOURNAL FREE ACCESS

1948 Volume 68 Issue 1-2 Pages 42-43

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Abstract
N-Ethyl-furamide (1) has been prepared by the action of ethylamine upon pyromucic acid eth ylester. On condensing furoyl chloride with ethylamine, we synthesized the amide (1) (oil of b. p. 130-132°/10mm). When treated the latter with PCl5 the dichloro-compound C4H3O⋅CCl2⋅NHC2H5 was formed, which produced N-ethyl-N′-pyridyl-(3)-furamidine (II) (oil of b.p. 126-128/8mm) on the condensation with 3-amino-pyridine.
Starting from furoyl chloride and allylamine, N-allyl-furamide (III) (oil of b.p. 157-159°/14mm) was obtained. By condesing the dichloro-compound C4H3O⋅CCl2NHC3H5 prepared from the amide (III), with p-anisidine, p-phenetidine, 2-aminopydridine and 2-amino-4-methyl-thiazole, we repecitvely obtained N-allyl-N-anisyl-(4)-furamidine (IV) (colorless plates of m.p. 65-66°), N-allyl-N′-phenetyl-(4)-furamidine (V) (syrup of b.p. 210-216°/2mm), N-allyl-N′-pyridyl-(2)-furamidine (VI) (oil of b.p. 130-135°/4mm) and N-allyl-N′-[4-methyl-thiazolyl-(2)]-furamidine (VII) (oil of b.p. 110-115°/2mm).
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