𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Synthesis of N-amino-3-hydroxy-2-phenyl-4(1H)-quinolinone

✍ Scribed by Lucie Spáčilová; Jan Hlaváč; Pavel Hradil; Iveta Fryšová; Miroslav Soural; Petr Krejčí; Michal Maloň

Publisher
Journal of Heterocyclic Chemistry
Year
2006
Tongue
English
Weight
132 KB
Volume
43
Category
Article
ISSN
0022-152X

No coin nor oath required. For personal study only.

✦ Synopsis

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 compound 8 was prepared by cyclization of N‐acetyl as well as N‐benzoyl‐hydrazinobenzoic acid phenacylester 6a or 6b in polyphosphoric acid to afford N‐acylamino‐3‐hydroxy‐2‐phenyl‐4(1__H__)‐quinolinone 7a or 7b, respectively. Surprisingly, the acyl group was resistant to attack by both hydrochloric acid as well as sodium hydroxide solution. It could be removed by boiling the compounds 7a or 7b respectively in 50% sulphuric acid to afford the the target compound 8.

📜 SIMILAR VOLUMES

Synthesis of N-Amino-3-hydroxy-2-phenyl-
Synthesis of N-Amino-3-hydroxy-2-phenyl-4(1H)-quinolinone.
✍ Lucie Spacilova; Jan Hlavac; Pavel Hradil; Iveta Frysova; Michal Malon; Miroslav 📂 Article 📅 2006 🏛 John Wiley and Sons ⚖ 16 KB 👁 2 views

## 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 Phenolic 1-Hydroxy-1-
A New Synthesis of Phenolic 1-Hydroxy-1-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepines.
✍ Motoki Ikeuchi; Miyuki Ikeuchi; Kumiko Inoue; Syuhei Yamamoto; Aiko Yamauchi; Ma 📂 Article 📅 2006 🏛 John Wiley and Sons ⚖ 21 KB 👁 1 views

## 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.