Reexamination of the thermolytic rearrangement of 4-halophenyl azides to 2-aminophenols and other products
Author:
Publisher
Springer Science and Business Media LLC
Subject
General Chemistry
Link
http://link.springer.com/content/pdf/10.1007/BF00814133.pdf
Reference30 articles.
1. Gershon H., Clarke D. D. (1991) Monatsh. Chem.122: 935
2. Smalley R. K., Suschitzky H. (1963) J. Chem. Soc. 5571
3. Garner R., Mullock E. B., Suschitzky H. (1966) J. Chem. Soc. 1980
4. Diepolder E. (1911) Chem. Ber.44: 2498. A compound melting at 76–77 °C was reported by Meldola et al. [5]. It was claimed that the analysis was done, but it was not reported. The compound was assigned the structure N,O-diacetyl-2-aminophenol·1.5 H2O. It should be noted that N,N,O-triacetylaminophenol (N, 5.96%) and the compound of Meldola et al. [5] (N, 6.36%) are sufficiently close in N content that if N were the only element for which the analysis was made, the error could readily be understood. The compound was obtained by McCasland et al. [6] and was assumed to be the same as that believed by Meldola et al. [5]. Diepolder [4] suspected that the compound of Meldola et al. [5] was the triacetyl derivative and indicated that upon heating N,N,O-triacetyl-2-aminophenol in water one acetyl group is split off from the amino group.
5. Meldola R., Woolcott G. H., Wray E. (1896) J. Chem. Soc.69: 1321
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