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 Synthetic Methods of Guanfacine hydrochloride
  • Synthetic Methods of Guanfacine hydrochloride
  • (CAS NO.: ), with its systematic name of acetamide, N-(aminoiminomethyl)-2,6-dichloro-, monohydrochloride, could be produced through many synthetic methods.

    Following are some of the synthesis routes:

    Method one:
    1). By methanolysis of 2,6-dichlorophenylacetonitrile (I) in the presence of H2SO4 to methyl 2,6-dichlorophenylacetate (II), which is then condensed with guanidine (A) in isopropanol.
    2). By condensation of S-methylisothiourea (V) with 2,6-dichlorophenylacetyl chloride (VI) in acetone to afford S-methyl-N-(2,6-dichlorophenylacetyl)isothiourea (VII); this product is then treated with ammonia in isopropanol.
    3). By condensation of 2,6-dichlorophenylacetic acid (VIII) with guanidine (A) in toluene.

    Systematic Method of Guanfacine hydrochloride

    Method two:
    The nitrile (I) could react with ethyl formate (B) in the presence of NaOEt in ethanol to produce alpha-formyl-2,6-dichlorophenylacetonitrile (III), which is condensed with guanidine hydrochloride (A) by means of NaOEt in ethanol to yield alpha-(guanidinomethylene)-2,6-dichlorophenylacetonitrile (IV); this product is finally hydrolyzed and rearranged by means of HCl.

    Systematic Method of Guanfacine hydrochloride


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