Reissert reaction

Reissert reaction

The Reissert reaction is a series of chemical reactions that transforms quinoline to quinaldic acid.Ref|Reissert1905Ref|Gronsheintz1941 Quinolines will react with acid chlorides and potassium cyanide to give 1-acyl-2-cyano-1,2-dihydroquinolines, also known as Reissert compounds. Hydrolysis gives the desired quinaldic acid.

The Reissert reaction is also successful with isoquinolinesRef|Weinstock1958Ref|Uff1977 and most pyridines.

Several reviews have been published.Ref|Mosettig1954Ref|McEwen1955

References

# Reissert, A. "Ber." 1905, "38", 1603.
# Gronsheintz, J. M.; Fischer, H. O. L. "J. Am. Chem. Soc." 1941, "63", 2021.
# Weinstock, J.; Boekelheide, V. "Organic Syntheses", Coll. Vol. 4, p.641 (1963); Vol. 38, p.58 (1958). ( [http://www.orgsyn.org/orgsyn/prep.asp?prep=cv4p0641 Article] )
# Uff, B. C.; Kershaw, J. R.; Neumeyer, J. L. "Organic Syntheses", Coll. Vol. 6, p.115 (1988); Vol. 56, p.19 (1977). ( [http://www.orgsyn.org/orgsyn/prep.asp?prep=cv6p0115 Article] )
# Mosettig, E. "Org. React." 1954, "8", 220. (Review)
# McEwen, W. E.; Cobb, R. L. "Chem. Rev." 1955, "55", 511. (Review)


Wikimedia Foundation. 2010.

Игры ⚽ Нужно сделать НИР?

Look at other dictionaries:

  • Reissert indole synthesis — The Reissert indole synthesis is a series of chemical reactions designed to synthesize indole or substituted indoles (4 and 5) from ortho nitrotoluene 1 and diethyl oxalate 2. [Reissert, A. Ber. 1897, 30 , 1030.] [Noland, W. E.; Baude, F. J.… …   Wikipedia

  • Synthèse de Reissert de l'indole — La synthèse de Reissert de l indole est une série de réactions chimiques permettant de substituer l indole (5) ou d un indole substitué (4) à partir de l orthonitrotoluène (1) et de l oxalate de diéthyle (2)[1],[2]. Proposée en 1897, la synthèse… …   Wikipédia en Français

  • List of organic reactions — Well known reactions and reagents in organic chemistry include Contents: A B C D E F G H I J K L M N O P Q R S T U V W X Y Z    See also   Ext …   Wikipedia

  • 120-72-9 — Indole Indole Structure Général Synonymes 2,3 benzopyrrole ketole 1 benzazole …   Wikipédia en Français

  • Indole — Structure Général Synonymes 2,3 benzopyrrole ketole 1 benzazole …   Wikipédia en Français

  • Anexo:Reacciones orgánicas — A continuación se presentan las reacciones orgánicas, reactivos, métodos de síntesis y pruebas de ensayo más comunes en Química Orgánica.[1] [2] [3] Contenido …   Wikipedia Español

  • Indole — Chembox new Name = Indole ImageFile = Indole chemical structure.png ImageSize = 280px ImageName = Chemical structure of indole IUPACName = Indole OtherNames = 2,3 Benzopyrrole, ketole, 1 benzazole Section1 = Chembox Identifiers SMILES = C1(NC=C2) …   Wikipedia

  • Leimgruber-Batcho indole synthesis — The Leimgruber Batcho indole synthesis is a series of organic reactions that produce indoles from o nitrotoluenes 1.Ref|BatchoPatentRef|Batch1985Ref|Clark1984 The first step is the formation of an enamine 2 using N,N dimethylformamide dimethyl… …   Wikipedia

  • Synthèse de Leimgruber-Batcho de l'indole — La synthèse de Leimgruber Batcho de l indole est une série de réactions organiques permettant de produire de l indole à partir de 2 nitrotoluène (orthonitrotoluène)[1],[2],[3]. Découverte et brevetée en 1976, cette méthode permet de préparer de l …   Wikipédia en Français

Share the article and excerpts

Direct link
… Do a right-click on the link above
and select “Copy Link”