Chemistry
Organic Building Blocks
Aryls
10H-phenothiazine
Acylation: Phenothiazine can be acylated using acylating agents like acyl chlorides or anhydrides. The most common product is the N-acylated derivative, where the acyl group attaches to the nitrogen atom in the pyridine ring.
Oxidation: Phenothiazine can be oxidized using oxidizing agents to yield phenothiazine sulfoxide or phenothiazine sulfone.
Reduction: Reduction of phenothiazine can lead to the formation of dihydrophenothiazine or tetrahydrophenothiazine derivatives. This is commonly done using reducing agents like lithium aluminum hydride (LiAlH4) or sodium borohydride (NaBH4).
Substitution Reactions: Phenothiazine can undergo nucleophilic aromatic substitution reactions, where the nitrogen or sulfur atoms can be substituted with various nucleophiles. Common reactions include nucleophilic aromatic substitution at the C-2 position or at the sulfur atom.
Alkylation: Phenothiazine can be alkylated using alkylating agents, leading to the introduction of alkyl groups at various positions on the molecule.
Methylation: Methylation of phenothiazine can be carried out using reagents like methyl iodide or diazomethane.
Ring Cleavage: Phenothiazine can undergo ring cleavage reactions under certain conditions, leading to the formation of various products.
Condensation Reactions: Phenothiazine can participate in condensation reactions, such as Mannich or Claisen-type condensations, with appropriate reagents and conditions.
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10-(3-Chloropropyl)-2-(trifluoromethyl)-10H-phenothiazine
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10-Methyl-10H-phenothiazine-3,7-dicarbaldehyde
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10-Methyl-10H-phenothiazine-3-carbaldehyde