- An Alternative Synthesis of 3-Amino-1,2,3,4-tetrahydrocarbazoles
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3-Amino-1,2,3,4-tetrahydrocarbazoles are easily prepared from the readily available 3-hydroxy-1,2,3,4-tetrahydrocarbazoles by conversion of the latter to the p-toluene- or methanesulfonate ester, followed by nucleophilic displacement with azide ion.The resulting 3-azido-1,2,3,4-tetrahydrocarbazoles are then catalytically hydrogenated to their 3-amino counterparts.
- Bird, C. W.,Wee, A. G. H.
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p. 191 - 192
(2007/10/02)
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- 3-Hydroxy carbazole derivatives
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3-(Substituted-amino)-1,2,3,4-tetrahydrocarbazoles are prepared by reacting appropriate 4-substituted-aminocyclohexanones with a phenylhydrazine, by reacting a 3-(sulfonyloxy)-1,2,3,4-tetrahydrocarbazole with an appropriate substituted amine, or by reduction of an appropriate 3-(acylamino)-1,2,3,4-tetrahydrocarbazole. The 3-(substituted-amino)-1,2,3,4-tetrahydrocarbazoles of this invention have analgetic and psychotropic activities. Moreover, certain of these compounds also have antihistaminic activity.
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- 3-Amido-1,2,3,4-tetrahydrocarbazoles
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3-(Substituted-amino)-1,2,3,4-tetrahydrocarbazoles are prepared by reacting appropriate 4-substituted-aminocyclohexanones with a phenylhydrazine, by reacting a 3-(sulfonyloxy)-1,2,3,4-tetrahydrocarbazole with an appropriate substituted amine, or by reduction of an appropriate 3-(acylamino)-1,2,3,4-tetrahydrocarbazole. The 3-(substituted-amino)-1,2,3,4-tetrahydrocarbazoles of this invention have analgetic and psychotropic activities. Moreover, certain of these compounds also have antihistaminic activity.
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