4-Methylquinoline → HCID 18681464, compound

Participants

Reaction Steps

The synthesis of the carboxylic acid derivative of thiazole orange was adapted from published procedures, L. G. S. Brooker, et al., J. Am. Chem. Soc. 64:199-210 (1942); H. S. Rye, et al., Nucl. Acids Res. 20:2803-2812 (1992). 5.7 g (32 mmol) of 5-bromovaleric acid and 1.5 mL (11 mmol) of lepidine were refluxed in 30 mL of distilled dioxane under nitrogen overnight. The reaction mixture was allowed to cool to room temperature and filtered. The precipitate was washed twice with 10 mL of dioxane followed by 50 mL of petroleum ether to yield 2.6 g (70%) of pure 1-(4-Carboxybutyl)-4 -methyl-1,4-dihydro-quinolinium bromide.

Provenance & Evidence