Quinaldine Removal

The secondary amines present in the crude quinaldine are most effectively removed by acetylation. 

Quinoline and isoquinoline in the quinoline fractions of coal tar are determined by treating the sample with phthalic anhydride to remove quinaldine as quinophthalone/ )... 

The small amounts of generated CO2 and volatilized CCI4, are vented. The presence of water (added with HCl as hydrochloric acid solution) and CCI4, leads to the formation of two liquid phases. Then the small amounts of unreacted quinaldine and chloroquinaldine are removed with the organic phase. The chloroquinaldine-if Cl remains in the aqueous phase. This sequence of operations (including all charges and transfers) requires 14.5 h. 

After removal of the unreacted quinaldine, the condensation of chloroquinaldine and hydroquinone takes place in reactor R-102 (procedure P-2). First, the salt chloroquinaldine-iiCf is converted back to chloroquinaldine using NaOH. Then, hydroquinone reacts with NaOH and yields hydroquinone-ATa. Finally, chloroquinaldine and hydroquinone-TVa react and yield the desired intermediate product. Along with product formation, roughly 2% of chloroquinaldine dimerizes and forms an undesirable by-product impurity. This series of reactions and transfers takes 13.3 h. The stoichiometry of these reactions follows ... 

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