ChemicalBook CAS DataBase List QUINMERAC

QUINMERAC synthesis

4synthesis methods

Product Name:QUINMERAC
CAS Number:90717-03-6
Molecular formula:C11H8ClNO2
Molecular Weight:221.64

Quinoline, 8-(bromomethyl)-7-chloro-3-methyl-

90717-02-5
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90717-03-6
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Yield:90717-03-6 96%

Reaction Conditions:

with manganese dioxide;nitric acid in sulfuric acid

Steps:

2 Preparation of 7-chloro-3-methylquinoline-8-carboxylic acid
Preparation of 7-chloro-3-methylquinoline-8-carboxylic acid 270.5 g of 8-bromomethyl-7-chloro-3-methylquinoline are dissolved in 950 g of 70% strength sulfuric acid, the solution is heated to 90° C. and 4.5 g of manganese dioxide are added. Thereafter, 290 g of 65% strength nitric acid are added dropwise in the course of 5 hours. The mixture is left to stand for a further 2 hours, cooled and diluted to twice the volume with water. The pH is brought to 3 with concentrated sodium hydroxide solution, and the precipitate is filtered off. The moist filter cake is boiled up with the same amount of methanol or isopropyl alcohol, and the mixture is filtered at 40° C. The acid thus obtained has a purity of 95%, and the yield is 96%.

References:

BASF Aktiengesellschaft US4845226, 1989, A

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