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Synthesis of [2‐13C]quinoline and [3‐13C]quinoline

Synthesis of [2‐13C]quinoline and [3‐13C]quinoline
Synthesis of [2‐13C]quinoline and [3‐13C]quinoline

[2‐13C]Quinoline and [3‐13C]quinoline were synthesised by a five‐step process starting from isatin. Acetylation of isatin with acetyl chloride labelled in either the 1‐ or 2‐position, was followed by the pfitzinger reaction to give 2‐hydroxy‐4‐quinoline carboxylic acid labelled in the 2‐or 3‐position. Decarboxylation by pyrolysis was followed by chlorination and reduction to the labelled quinolines. The overall yield was approximately 20%

Carbon‐13, Quinoline, Synthesis
0362-4803
1233-1238
Baldwin, Michael A.
fa23610d-20fd-4208-b6f7-0bf7fc7f11db
Langley, G. John
7ac80d61-b91d-4261-ad17-255f94ea21ea
Baldwin, Michael A.
fa23610d-20fd-4208-b6f7-0bf7fc7f11db
Langley, G. John
7ac80d61-b91d-4261-ad17-255f94ea21ea

Baldwin, Michael A. and Langley, G. John (1985) Synthesis of [2‐13C]quinoline and [3‐13C]quinoline. Journal of Labelled Compounds and Radiopharmaceuticals, 22 (12), 1233-1238. (doi:10.1002/jlcr.2580221205).

Record type: Article

Abstract

[2‐13C]Quinoline and [3‐13C]quinoline were synthesised by a five‐step process starting from isatin. Acetylation of isatin with acetyl chloride labelled in either the 1‐ or 2‐position, was followed by the pfitzinger reaction to give 2‐hydroxy‐4‐quinoline carboxylic acid labelled in the 2‐or 3‐position. Decarboxylation by pyrolysis was followed by chlorination and reduction to the labelled quinolines. The overall yield was approximately 20%

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More information

Published date: December 1985
Keywords: Carbon‐13, Quinoline, Synthesis
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Identifiers

Local EPrints ID: 498489
URI: http://eprints.soton.ac.uk/id/eprint/498489
DOI: doi:10.1002/jlcr.2580221205
ISSN: 0362-4803
PURE UUID: b23a0ff9-7a5f-4fad-849e-fc17ea2c5232
ORCID for G. John Langley: ORCID iD orcid.org/0000-0002-8323-7235

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Date deposited: 20 Feb 2025 17:32
Last modified: 21 Feb 2025 02:34

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Contributors

Author: Michael A. Baldwin
Author: G. John Langley ORCID iD

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