L-Diethylamino-4-aminopentane

Properties Colorless crystals bitter taste. Insoluble in alcohol, benzene, chloroform, ether. Derivation Condensation of 4,7-dichloroquinoline with l-diethylamino-4-aminopentane. 

Quinacrine may be easily prepared starting form 2,4-dichlorobenzoic acid (90). Ullmann reaction of 90 with p-anisidine (91) gives the desired diphenylamine 92, which is cyclised to form the 9-chloroacridine derivative (93). Condensation of the latter with l-diethylamino-4-aminopentane affords quinacrine (22) [71]. A similar sequence of reaction starting from 90 and 5-amino-2-methoxypyridine (94) gives azocrine (28) [72] (Scheme 3). 

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