Journals / Anadolu Üniversitesi Bilim ve Teknoloji Dergisi :A-Uygulamalı Bilimler ve Mühendislik / 2004 / Cilt: 5 - Sayı: 1

1-(N-2'-iyodo-5'-metoksifeniliminometil)-2-naftol ve 1-(N-2',4'-diiyodo-5'-metoksifeniliminometil)-2-naftol' ün sentezi

The synthesis of 1-(N-2'-IODO-5'-methoxyphenyliminomethyl)-2-naphtol and (1-N-2',4'-diiodo-5'-methoxyphenyliminomethyl)-2-naphtol

Pages
165–175
Publication Date
2022-10-11
DOI
—
🏛️Bibliographic metadata and full text access for this article are provided via DergiPark.
DergiPark Record ↗
✨

AI Summary & Key Takeaways

AI Insight
⚡ TL;DR(Too Long; Didn't Read)

Under our reaction condition iodine was substituted to the phenyl ring of the naphtolic Schiff base (1).

📌 3 Key Takeaways

🎯
Objective & Hypothesis:In this study, Schiff base (1) which was prepared from 2-hydroxy-l-naphtaldehyde aniline and m-(methoxy) substituted aniline were reacted with DMSO, I2,H2SO4 in the hope of preparing Schiff base which was substituted with iodine .
📊
Key Findings & Data:The reaction has been carried out with DMSO-I2-H2SO4 at 100°C under atmospheric conditions.
💡
Conclusion & Impact:Under our reaction condition iodine was substituted to the phenyl ring of the naphtolic Schiff base (1).
🔬Design:Research Article
📍Scope:Comprehensive Sample
⚙️Variables:Domain Parameters

Abstract

In this study, Schiff base (1) which was prepared from 2-hydroxy-l-naphtaldehyde aniline and m-(methoxy) substituted aniline were reacted with DMSO, I2,H2SO4 in the hope of preparing Schiff base which was substituted with iodine . The reaction has been carried out with DMSO-I2-H2SO4 at 100°C under atmospheric conditions. Reaction has been followed with TLC and the pH of the reactions medium were approximately at 5. In the experiment was carried out approximately at $pHwidetilde{=}2$ the azomethine (-CH=N-) bond breaking was found . The reaction of the naphtolic Schiff base (1) with DMSO-I2-H2SO4 was carried out at 100°C for about 10 hours. The structure of product was determined by mass, IR, UV, 1H-NMR, 13C-NMR spectra and with elemental analysis. Under our reaction condition iodine was substituted to the phenyl ring of the naphtolic Schiff base (1).

Özet

Bu çalışmada m-OCH3 anilinden hazırlanan Schiff bazı (1) ile, iyot sübstitüye Schiff bazını sentezlemek amacıyla ; DMSO, I2, H2SO4 ile reaksiyona sokulmuştur. Reaksiyon DMSO, I2, H2SO4'li ortamda 100°C'de, geri soğutucu altında gerçekleştirilmiştir. Reaksiyon ortamının pH'ı yaklaşık 5 olarak belirlenmiştir. pH'ı 2 civarında yapılan deneyde azometin (-CH=NN-) bağının kırıldığı tespit edilmiştir. Reaksiyon 100°C'de yaklaşık 10 saatlik sürede gerçekleştirilmiştir. İzole ürünlerin (2,3) yapısı kütle, IR, UV, 13C-NMR, 1H-NMR ve elementel analiz ile tayin edilmiştir. Reaksiyon koşullarında iyot, naftolik Schiff bazının (1) fenil halkasına sübstitüye olmuştur.

🔖

Cite This Article

KARAKOÇ, N. (2022). 1-(N-2'-iyodo-5'-metoksifeniliminometil)-2-naftol ve 1-(N-2',4'-diiyodo-5'-metoksifeniliminometil)-2-naftol' ün sentezi. Anadolu Üniversitesi Bilim ve Teknoloji Dergisi :A-Uygulamalı Bilimler ve Mühendislik, Cilt: 5 - Sayı: 1, 165–175. https://ajindex.com/articles/438433

📄 Full Text PDF Viewer

📄

PDF görüntüleyici hazırlanıyor...

References (8)

  1. Boothe, R., Dial, C, Conaway, R., Pagni, R.M., Kabalga, G.W. (1986) Tetrahedron Letters, 27 (20); pp 2207-2210.
  2. Radner, F. (1998), J.Org.Chem. 53(15), pp.3548-3553.
  3. Solomons, T.W.G. (1996),
  4. Fundamentals of Organic Chemistry, John Wiley & Sons Inc., New York, p. 484. Ogato, Y-, Nukajima, K. (1964), Tetrahedron Letters, pp. 43-47
  5. Olah, G.A., Wang, Q., Saud, F.G., Prakash, G.K. (1993), J.Org.Chem. 58(11), pp.3194-3195.
  6. Gallİ, C. (1991), J.Org.Chem. 56(10), pp. 3238-3245.
  7. Galli, C. (1990), Journal of Organic Chemistry, 56 No:10, pp.32439- 32455, Fessenden, R.J. Fessenden, J.S. (1992), Organic Chemistry, (Translation Editor: Uyar., T., Güneş Kitapevi, pp. 527 - 538, Ankara.
  8. Dayagi, S., Degani, Y.; 1970, in Patai, The Chemistry of the Carbon-Nitrogen Double bond, Interscience Publishers, pp. 465- 505,New York