Ueber die Einwirkung von Ammoniak auf (6) ‐ Aethoxyl ‐ (α) ‐ pyron‐ oder 6 ‐ Aethoxylcumalin ‐ 3.5.‐dicarbonsäureäthylester unter Ausschluss von Wasser

Abstract

(a), =-98.560, also ein starkes Drehungsvermogen besitzt, wiihrend das $und y-Paracotol i n dieser Beziehung sehr schwach reagiren. Wenn irgend moglich, werde ich auf dieses Paracotoijl spater zuriickkommen. F e u e r b a c h , den 80. November 1893. 522. M. G u t h s e i t : Ueber d i e E i n w i r k u n g von A m m o n i a k a u f (8)-A e t h o x y l-(a)pyron-oder 8-A e t h o x y l c u m a l i n-3.6.dicarbonsaureiithylester unter A u s s c h l u s s von Wasser. (Eingegangen am '23. Novbr.: mitgetheilt in der Sitzung von Prn. W. Will.) Gemeinsam mit 0. D r e s s e l ausgefiihrte Untersuchungen'), welche die Einwirkung von verdunnter wassriger Ammoniaklosung auf den. von uns fruher a) dargestellten (G)-Aethoxylu-pyron-(3.5)dicarban-. saureester 3) : C O O Cz H5 COO C2 H:, zum Gegenstand hatten, lieferten , als Haoptergebniss, die ausserst leichte und glatte Bildung eines Pyridinderivates, dessen Constitution als (6)-Aetboxyl-(2)-oxypyridin-(3.5)-dicarbonestersaure : COO C2 HI,

Alkylations of 1-(4-chlorophenyl)-3-ethoxy-1H-isoindole

“…6b-(4-Chlorophenyl)dibenzo[af]-s-triazolo [3,4,5-cd]indolizine (9). A mixture of 2.0 g (0.005 mol) of the imino ester 5 and 10.0 g (0.31 mol) of hydrazine was heated to reflux for 3 h. The excess of hydrazine was evaporated under reduced pressure and the residue was dissolved in methylene chloride to give 0.2 g (11%) of 9 as a white solid: mp 275-277 °C; m/e 355 (M+); NMR (CDC13) 8 3.6 (q, 2 ,J = 15 Hz, Ay = 34.9 Hz, CH2), 7.0-7.7 (m, 10, aromatic H), 7.S-8.2 (m, 2, aromatic H); IR (CH2C12) 1612 cm-1 (weak); UV 219 nm (e 36 900), 255 (9400), 285 (11 800). An example of a general heterocyclic rearrangement which was first described some years ago2 is the interconversion of 7-nitroanthranils with 4-acylbenzofurazan oxides (1 ^2).…”

Reactions of dicarbonyl compounds with dimethyl .beta.-ketoglutarate. 6. Revision of the structure of the reaction product of cyclohexane-1,3-dione and dimethyl .beta.-ketoglutarate and conversion to 4-substituted 5,6,7,8-tetrahydro-5-oxo-2-quinolones

“…The organic phase was dried (K2CO:¡) and filtered over Norit (1 g) and the solvent was removed under reduced pressure to provide a brown oil. The oil was chromatographed over silica gel (benzene, methanol, gradient elution) to yield 10a (1.70 g, 45% yield): mp 106.5-110.0 °C (from Skelly B-ethyl acetate, 1:1); UV Xmax (CH.iOH) 282 nm (log c 4.09), 3.08 (sh), 322 (sh); IR (CHCL) 1739 (m) and 1664 cm-1 (s); NMR (CDCL) 2.05 (m, 2 H, J = 6 Hz), 2.43 (t, 2 H, J = 6 Hz), 2.87 (t, 2 H, J = 6 Hz), 3.70 (s, 8 H), 3.83 (s, 2 H), 5.36 (s, 2 H), 6.37 (s, 1 H), and 7.23 (m, 5 H); mass spectrum (80 eV) m/e (rel intensity) 326 (44), 325 (M+, 100), 324 (15). 294 (37), 293 (31).…”