1217-25-0Relevant academic research and scientific papers
New application of triphosgene in a convenient synthesis of 3-aryl-1,3-benzoxazine-2,4-diones from anacardic acids
Sabioni Resck, Ines,dos Santos, Maria Lucilia,Soares Romeiro, Luiz Antonio
, p. 311 - 318 (2005)
In conjunction with a search program focused on utilization of cashew (Anacardium occidentale) nut shell liquid (CNSL) as starting material for the preparation of useful compounds, a convenient synthesis of novel series of 3-aryl-1, 3-benzoxazine-2, 4-diones was prepared from anacardic acids by using of the triphosgene.
Silver(I) ion-mediated desulfurization-cyclization of isothiocyanates with several hydroxy acids and N-substituted amino acids
Shibuya, Isao,Goto, Midori,Shimizu, Masao,Yanagisawa, Masaru,Gama, Yasuo
, p. 2667 - 2673 (2007/10/03)
The title reaction of 2-hydroxy-2-methylpropionic acid with phenyl isothiocyanate gave 5,5-dimethyl-3-phenyl-2,4-oxazolidinedione. The structure was determined by X-Ray crystal analysis, and the reaction pathway was estimated. The reactions of other 2-hyd
Multivariate regression with substituent shift increments. IV. 2-(4-X-phenyl)-1,3-dihydro-2H-isoindole-1,3-diones and 3-(4-X-phenyl)-3,4-dihydro-2H-1,3-benzoxazine-2,4-diones
Holik, Miroslav,Friedl, Zdenek,Waisser, Karel,Gregor, Jiri
, p. 1709 - 1726 (2007/10/03)
Two series of para disubstituted benzenes were studied: 2-(4-X-phenyl)-1,3-dihydro-2H-isoindole-1,3-diones (1) and 3-(4-X-phenyl)-3,4-dihydro-2H-1,3-benzoxazine-2,4-diones (2). Their 1H and 13C chemical shifts were correlated with substituent shift increments (SSI) aj and zj, respectively. For 13C chemical shifts, all four zj values, zj, zo, zm, and zp, were used to check the assignment and to find out possible variables for improvement of regression equations. Significant deviations from plain additivity were observed in the case of δH3 and δC3 chemical shifts. This can be explained by changes in diamagnetic anisotropy contribution induced by different twist of 4-substituent from the benzene plane caused by variable substituent in position 1.
A highly-efficient synthesis of benzoxazine-2,4-diones
Boontheung, Pinmanee,Perlmutter, Patrick
, p. 2629 - 2630 (2007/10/03)
Base-promoted reaction of salicylate esters with isocyanates provides a highly efficient route to benzoxazine-2,4-diones.
NEW GROUPS OF POTENTIAL ANTITUBERCULOTICS: 3-ARYL-2H,4H-BENZOXAZINE-2,4-DIONES. COMPARISON OF THE TOPLISS APPROACH WITH REGRESSION ANALYSIS
Waisser, Karel,Kubicova, Lenka,Klimesova, Vera,Odlerova, Zelmira
, p. 2977 - 2982 (2007/10/02)
3-Phenyl-2H,4H-benzoxazine-2,4-dione (I) and its derivatives II - XI, substituted on the phenyl ring, can be regarded as a new group of potential antituberculotics.Their activity increases with increasing electron-accepting properties of the substituents.Introduction of bromine into the position 6 also positively influences the activity.The compounds are active in vitro against Mycobacterium tuberculosis and M. kansasii.The activity of some of them (VIII, IX) exceeds that of commercial tuberculostatics used as standards.
Reactions of 2-Hydroxybenzonitrile with Isocyanates
Petridou-Fischer, J.,Papadopoulos, E. P.
, p. 1159 - 1167 (2007/10/02)
Triethylamine catalyzes the reaction of 2-hydroxybenzonitrile (1) with arylisocyanates to form the corresponding carbamates 2a-c, as well as the cyclization of the latter compounds to either 4--3-aryl-2H-1,3-benzoxazin-2-ones 4a-c, or 4-arylamino-2H-1,3-benzoxazin-2-ones 7a-c, depending on the reaction temperature.Under analogous conditions, the carbamates obtained from 1 and 2-chloroethyl isocyanate, 3-chloropropyl isocyanate and ethyl isocyanatoacetate undergo a double cyclization yielding imidazo- and pyrimidobenzoxazinones 13a, b, 17.Upon heating in phenyl ether, compounds 7a-c, rearrange to 2-(2-hydroxyphenyl)-4(3H)-quinazolinones 10a-c.
The Cyclisation of Salicylamides and Salicylohydroxamic Acids with 1,1'-Carbonyldiimidazole
Geffken, Detlef
, p. 1513 - 1514 (2007/10/02)
Cyclisation of salicylamides 1a, b and salicylohydroxamic acids 1c, d with 1,1'-carbonyldiimidazole (2) causes formation of 2H-1,3-benzoxazine-2,4(3H)-diones 4a-d.In contrast to statements in the literature isoimides 3 or isoxazoles 5 could not be isolate
Dihydro benzoxazinones and benzoxazinediones' derivatives : thesis and study as bactericides and fungicides
Devaux,Renaudie,Boineau,et al.
, p. 44 - 50 (2007/10/04)
A series of 3,4 dihydro 2 H 1,3 benzoxazine 2,4 diones and 3,4 dihydro 2 H 1,3 benzoxazine 4 ones were synthesized from several salicylamides and salicylanilides. Their antibacterial and antifungal activities in vitro were studied on Staphylococcus aureus 209 P A.T.C.C. (6538 P), Pseudomonas aeruginosa I.P. C.C.E.B. 481, Escherichia coli K 12 C600 (λ-) and Candida albicans. Always negative on colibacillus, activity on Staphylococcus aureus seems to be conditioned by presence of halogeno or nitro substituents: one of the compounds is notably active. Transformation into the heterocyclic derivative generally lowers or cancels action on Candida albicans; conversely, it frequently provokes action on Bacillus pyocyaneus on which some monoketonic derivatives were quite effective.
