1988
DOI: 10.1107/s0108270187006917
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Structure of N-(2-acetyl-3-benzofuranyl)-p-toluenesulfonamide

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Cited by 7 publications
(4 citation statements)
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“…Bond distances and bond angles show good agreement with equivalent parameters reported for related structures (BERNSTEIN;BACHECHI et al;FERGUSON et al 1990), except those involving the disordered atom. The bond lengths and bond angles involving the disordered atom are unreliable.…”
Section: Discussionsupporting
confidence: 80%
“…Bond distances and bond angles show good agreement with equivalent parameters reported for related structures (BERNSTEIN;BACHECHI et al;FERGUSON et al 1990), except those involving the disordered atom. The bond lengths and bond angles involving the disordered atom are unreliable.…”
Section: Discussionsupporting
confidence: 80%
“…Therefore, we have undertaken an X-ray structural investigation of these compounds in order to understand their different behaviour toward hydrazines. In this paper, the crystal structure of 2-acetyl-3-aminobenzofuran is described; that of the N-ptoluenesulfonyl derivative has been reported previously (Bachechi, Coiro, Gatta, Settimj & Delfini, 1988).…”
mentioning
confidence: 99%
“…The N--C(3) and C=O bond lengths compare with the dimensions usually found for the amide group (Pauling, 1980) and they are indicative of delocalization and involvement in a conjugate system which includes the aminobenzofuran moiety and the C=O group. With respect to the N-toluenesulfonyl derivative (Bachechi, Coiro, Gatta, Settimj & Delfini, 1988), in which one H atom of the amino group is substituted by a p-toluensulfonyl group, the title compound is less planar, the plane through the acetyl group forming an angle of about 8 ° with the plane of the benzofuran moiety (about 0 ° in the N-toluenesulfonyl derivative).…”
mentioning
confidence: 99%
“…Since only the N-p-toluenesulfonylbenzofurans gave hydrazones in good yield, Xray structural investigations on the starting compounds and products of this preliminary synthesis were carried out in order to gain a better understanding of the mechanism of the reaction with hydrazines. So far, the structures of the starting compounds (1) (Bachechi, Coiro, Gatta, Settimj & Delfini, 1988) and (2) (Bachechi, Coiro, Delfini & Settimj, 1988), and of the product The structure consists of two planar moieties, the benzofuran and the S-aryl systems, which form an angle of 65.6(1) ° with one another. The benzofuran moiety can be considered planar as is the case in the corresponding starting compound, (1).…”
Section: N-[2-(1-hydrazonoethyl)-3-benzofuranyl]-p-toluenesulfonamidementioning
confidence: 99%