## Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract, please click on HTML or PDF.
A new synthesis of 4-amino-2-quinolinones
✍ Scribed by Jan Bergman; Anna Brynolf; Eino Vuorinen
- Publisher
- Elsevier Science
- Year
- 1986
- Tongue
- French
- Weight
- 603 KB
- Volume
- 42
- Category
- Article
- ISSN
- 0040-4020
No coin nor oath required. For personal study only.
✦ Synopsis
Addition of Crignard or organolithium reagents to R-(a-haloacyl)-g-alkylsubstituted anthranilonitriles (e.g. B-(2-bromopropionyl)-N-methyl-2-cyanoaniline) induced anion formation followed by cyclization to I-amino-2quinolinones (e.g. I-amino-1,3-dimethyl-2-quinolinone (1Q)). Substrates lacking a-hydrogen atoms, such as p-(a-bromoisobutyryl)-2_cyanoaniline, also yielded 3,3-dimethylquinolinedione (B) by cyclization.
In these cases the initial step is a halogen-metal exchange reaction.
📜 SIMILAR VOLUMES
## Abstract magnified image 2‐[(Disubstituted‐methylene)‐hydrazino] benzoic acid phenacylesters **2a‐2d**, prepared from anthranilic acid phenacylester **1**, were unsuccesfully tried as starting materials for the synthesis of __N__‐amino‐3‐hydroxy‐2‐phenyl‐4(1__H__)‐quinolinone **8**. The desired
## Abstract Starting from 5‐bismethylthiomethylene Meldrum's acid, the synthesis of 5‐diaminomethylene Meldrum's acids and 2‐aminoquinolone derivatives, structurally related to potassium channels openers pinacidil and diazoxide, is described.
Dedicated to Professor Hitosi Nozaki on the occasion of his 60th birthday. Magnesium enolates of t-butyl (or ethyl) acetate and t-butyl propionate are found to react with nitriles to give 3-amino-2-alkenoates having Z configuration. The title compounds are versatile intermediates for the synthesis