Acrichin dihydrochloride

Acrichin dihydrochloride
  • CAS No.:69-44-3
Other grades of this product :
Acrichin dihydrochloride Basic information
Product Name:Acrichin dihydrochloride
Synonyms:4-[(7-CHLORO-4-QUINOLINYL)AMINO]-2-[(DIETHYLAMINO)METHYL]PHENOL DIHYDROCHLORIDE;AMODIAQUIN DIHYDROCHLORIDE;AMODIAQUIN HYDROCHLORIDE;AMODIAQUINE HYDROCHLORIDE;AMODIAQUINE HCL;AMODIAQUINE DIHYDROCHLORIDE;4-((7-chloro-4-quinolyl)amino)-alpha-(diethylamino)-o-cresodihydrochloride;4-((7-chloro-4-quinolyl)amino)-alpha-(diethylamino)-o-cresoldihydrochloride
CAS:69-44-3
MF:C20H23Cl2N3O
MW:392.32
EINECS:200-706-0
Product Categories:API
Mol File:69-44-3.mol
Acrichin dihydrochloride Chemical Properties
storage temp. Sealed in dry,Room Temperature
Safety Information
WGK Germany 3
MSDS Information
ProviderLanguage
SigmaAldrich English
Acrichin dihydrochloride Usage And Synthesis
Chemical PropertiesYellow crystalline solid; odorless; bitter. Soluble in water; sparingly soluble in alcohol; very slightly soluble in benzene, chloroform, and ether.
OriginatorCamoquin HCl,Parke Davis,US,1950
UsesMedicine (antimalarial).
Manufacturing Process72.8 g (0.5 mol) of p-aminophenol hydrochloride is dissolved in 500 cc of water and added to 99 g (0.5 mol) of 4,7-dichloroquinoline. After a few minutes of warming in a steam bath, 4-(4'-hydroxyanilino)-7-chloroquinoline hydrochloride, of sufficient purity for use in further experiments, precipitates as a yellow crystalline solid. Recrystallized from methanol, the MP is over 300°C. A mixture consisting of 13.5 g of 4-(4'-hydroxyanilino)-7-chloroquinoline hydrochloride dissolved in absolute ethanol is treated with a solution of 4.38 g of diethylamine and 1.8 g of paraformaldehyde in 20 cc of absolute ethanol. The reaction mixture is heated under reflux for 16 hours, evaporated to onehalf volume and the warm solution treated with an excess of hydrogen chloride dissolved in absolute ethanol. Acetone is added to the warm solution until it becomes turbid and then the solution is cooled. The crude dihydrochloride which separates is collected and purified by recrystallization from methanol; MP 240-242°C. By using an equivalent amount of 4-(4'-hydroxyanilino)-7-bromoquinoline in the above procedure, 4-(3'-diethylaminomethyl-4'-hydroxyanilino)-7- bromoquinoline dihydrochloride is obtained; MP (base) 206-208°C dec.
Brand nameCamoquin (Parke-Davis).
Therapeutic FunctionAntimalarial
Acrichin dihydrochloride Preparation Products And Raw materials
Raw materials4-Hydroxyaniline hydrochloride-->4,7-Dichloroquinoline-->Diethylamine-->Paraformaldehyde

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