Preparation of 6-azaoxindole (6-azaindol-2(3H)-one) and substituted derivatives
✍ Scribed by Einar J. Andreassen; Jan M. Bakke
- Publisher
- Journal of Heterocyclic Chemistry
- Year
- 2006
- Tongue
- English
- Weight
- 105 KB
- Volume
- 43
- Category
- Article
- ISSN
- 0022-152X
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✦ Synopsis
Abstract
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A general synthesis of 6‐azaoxindoles, substituted in the 3‐ and 5‐position, has been developed starting from 4‐methoxycarbomethyl‐3‐nitropyridine, via hydrogenation of the nitro group and cyclisation of the resulting 3‐amino‐4‐methoxycarbomethyl‐pyridine.
📜 SIMILAR VOLUMES
## 2 , : 'H-NMR (CDCI,): 5.93 (dd, J = 10.7. 1.5); 5.67 6a. 7.7,8,octun-S-oiir @a): 'H-NMR (CDCI,): 3.98, 3.78 ( A R , . 0 ] o l l a l r (9a): ' H-N MR (CDCI,) : 4.02, 3.65 (.4 R, -c/io.~-aspiro~3.5/nori-X-i~.nr~ (7b): 'H-NMR (CDCI,): 6.04 (d, J = 10.4); 5.63 (d, ( d , J = 10.7);4.I0(dd,J=11.7,1.
## Abstract Derivatives of the unknown 2‐amino‐6__H__‐1,3‐oxazin‐6‐one **2** have been synthesized for the first time in two steps and in excellent yields, starting from __N__‐cyanocarbonimidates **3a**–**c** and cyanoacetates. The structures of **2a**–**c** are assigned by NMR‐spectroscopic method
## Abstract A series of new 2‐substituted 3‐(4‐chlorophenyl)‐5,8,9‐trimethylthieno[3′,2′: 5,6]pyrido[4,3‐__d__]pyrimidin‐4(3__H__)‐ones **8** were synthesized __via__ an aza‐__Wittig__ reaction. Phosphoranylideneamino derivatives **6a** or **6b** reacted with 4‐chlorophenyl isocyanate to give carbo