Photochemische Reaktionen. 43. Mitteilung [1]. UV.‐Bestrahlung von N‐Phenylurethan und N‐Phenylthiourethan
- 31 January 1968
- journal article
- research article
- Published by Wiley in Helvetica Chimica Acta
- Vol. 51 (1) , 221-224
- https://doi.org/10.1002/hlca.19680510127
Abstract
Ultraviolet irradiation of N‐phenylurethane (I) solutions with wavelength 253,7 nm resulted in the formation o polymeric material, the characteristic pattern of monomeric products associated with Photo‐FRIES‐type rearrangements [→ ethyl anthranilate (II), ethyl p‐aminobenzoate (III)], and accompanying dissociation products [→ aniline (IV)].N‐Phenylthiourethance (V) showed no tendency to undergo Photo‐FRIES‐type rearrangements. Formation of polymeric material and aniline (IV), and in the presence of molecular oxygen, cyclodehydrogenation to the 2‐ethoxy‐benzthiazol (VI) as well as a ready exchange of the sulfure atom in V by oxygen occurred instead.Keywords
This publication has 15 references indexed in Scilit:
- Photochemische Reaktionen 42. Mitteilung [1]. Photoisomerisierung von α, β‐Epoxyketonen II Der sterische Verlauf der Umlagerung von 3‐Oxo‐4, 5‐oxido‐SteroidenHelvetica Chimica Acta, 1967
- Photoinitiated rearrangements in poly[2,2‐propanebis(4‐phenyl carbonate)]Journal of Polymer Science Part B: Polymer Letters, 1966
- Photoreactions of aromatic compounds IX: Photo‐fries rearrangement of aryl sulfonatesRecueil des Travaux Chimiques des Pays-Bas, 1966
- Ein synthetischer Zugang zum CorrinsystemAngewandte Chemie, 1964
- Photochemistry of non-conjugated ketones in solutionPublished by Walter de Gruyter GmbH ,1964
- Studies on the synthesis of corrinsPublished by Walter de Gruyter GmbH ,1963
- Molecular Complexes and their Spectra. XII. Ultraviolet Absorption Spectra Caused by the Interaction of Oxygen with Organic Molecules1Journal of the American Chemical Society, 1960
- Sulfur Studies. XIX. Alkyl Esters of Phenylthiocarbamic Acid1Journal of the American Chemical Society, 1943
- Ueber Bildung von Anhydroverbindungen des Orthoamidophenylmercaptans aus ThioanilidenEuropean Journal of Inorganic Chemistry, 1886
- Ueber die dem Senföl entsprechenden Isomeren der SchwefelcyanwasserstoffätherEuropean Journal of Inorganic Chemistry, 1869