A surprising new route to 4-nitro-3-phenylisoxazole
نویسندگان
چکیده
منابع مشابه
A surprising new route to 4-nitro-3-phenylisoxazole
A one-pot synthesis of 4-nitro-3-phenylisoxazole has been carried out by treatment of cinnamyl alcohol dissolved in acetic acid with sodium nitrite; in addition, 4-phenyl-3-furoxanmethanol was obtained in 40% yield.
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In the title compound, C(10)H(11)N(3)O(2), the nitro group is essentially coplanar with the aromatic ring [dihedral angle = 1.3 (3)°] and forms an intra-molecular amine-nitro N-H⋯O hydrogen bond. In the crystal, weak inter-molecular aromatic C-H⋯O(nitro) hydrogen bonds link the mol-ecules. Weak aromatic ring π-π inter-actions [minimum ring centroid separation = 3.7744 (13) Å] are also present.
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In the title compound, C(19)H(15)N(3)O(3), the anilino and benzamide rings make dihedral angles of 10.66 (16) and 50.39 (16)°, respectively, with the nitro-substituted benzene ring. The nitro group is slightly twisted by 11.49 (17)° with respect to the attached benzene ring. There is an intra-molecular N-H⋯O hydrogen bond forming an S(6) ring. In the crystal, weak inter-molecular N-H⋯O and C-H⋯...
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In the title moleclue, C(13)H(10)N(4)O(3), the methyl-idene-hydrazide [-C(=O)-N-N=C-] fragment is essentially planar, with a maximum deviation of 0.0228 (7) Å. The mean planes of the benzene and pyridine rings make dihedral angles of 25.44 (6) and 5.47 (7)°, respectively, with the mean plane of the methyl-idene-hydrazide fragment. In the crystal structure, inter-molecular N-H⋯N hydrogen bonds l...
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In the mol-ecule of the title compound, C(12)H(16)N(2)O(4), an intra-molecular N-H⋯O hydrogen bond results in the formation of a six-membered ring having an envelope conformation. In the crystal structure, a bifurcated intra/intermolecular N-H⋯(O,O) hydrogen bond generates inversion dimers.
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ژورنال
عنوان ژورنال: Beilstein Journal of Organic Chemistry
سال: 2010
ISSN: 1860-5397
DOI: 10.3762/bjoc.6.68