86795-94-0

Usage

Uses

Used in Organic Synthesis:
(6E)-N,N,2,2-tetramethyl-6-(phenylimino)-3,6-dihydro-2H-thiopyran-4-amine is used as a key intermediate for the synthesis of various complex organic compounds. Its unique structure allows for multiple points of reactivity, making it a versatile building block in the creation of novel molecules with potential applications in different industries.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, (6E)-N,N,2,2-tetramethyl-6-(phenylimino)-3,6-dihydro-2H-thiopyran-4-amine is used as a precursor for the development of new drugs. Its structural diversity and the presence of bioactive functional groups make it a promising candidate for the design of innovative therapeutic agents, particularly those targeting specific biological receptors or pathways.
Used in Materials Science:
(6E)-N,N,2,2-tetramethyl-6-(phenylimino)-3,6-dihydro-2H-thiopyran-4-amine is used as a component in the development of advanced materials with unique properties. Its incorporation into polymers or other materials can lead to the creation of novel materials with enhanced characteristics, such as improved stability, reactivity, or selectivity, which can be applied in various technological applications.

Upstream product

• 62-53-3 aniline 
• 84260-96-8 (2,2-Dimethyl-6-methylsulfanyl-2,3-dihydro-thiopyran-4-ylidene)-dimethyl-ammonium; iodide 
• 86795-70-2 4-Dimethylamino-6,6-dimethyl-2-dihydro-thiopyranyliumiodid 

Relevant academic research and scientific papers

Chemistry of 2,4-Diaminothiopyranylium Iodides Syntheses of α,β,γ,δ-Unsaturated Thiocarboxamides

Aminolyses of 4-dialkylamino- and 4-alkylamino-2-methylthiothiopyranyliden iodids 2 resp. under various reaction conditions leads to assymmetrically or symmetrically substituted 2,4-bisamino- or 2,4-bisdialkylamino- and 2-alkylamino-4-dialkylamino- or 2-dialkylamino-4-alkylamino- or 2-amino-4-dialkylaminodihydrothiopyranylium iodides 3, 4, 5, 6 resp.On treatment with alkali 4-alkylamino- and 4-dialkylamino-2-alkylaminothiopyranylium iodides 3, 4 are hydrolysed to the 2-alkylimino-2H-thiopyranes 7. 4-Alkylamino-2-dialkylaminothiopyranylium iodides 5 react with alkali to give three products: the two stereoisomeres 2-dialkylamino-4-alkylimino-4H-thiopyranes 9 A,B and the N,N-substituted α,β,γ,δ-unsaturated thiocarboxamide 10.The hydrolysis of 2,4-bisdialkylaminothiopyranylium iodide 6a leads to the 2-dialkylamino-4H-thiopyran-4-one 11a, the 4-dialkylamino-2H-thiopyrane-2-one 12 and the N,N-substituted unsaturated thiocarboxamide 10d. α,β,γ,δ-unsaturated thiocarboxamides 10 a-c are formed by the reaction of 2-amino-4-dialkylaminothiopyranylium iodides 3 a-c with diluted alkali.By heating with acids 10 a-c are cyclisized to the 2-aminothiopyranylium derivates 3. - Keywords: Alkylaminothiopyranylium iodides; 2-Alkylimino-2H-thiopyranes; 4-Alkylimino-4H-thiopyranes; 2,4-Diaminothiopyranylium iodides; Thiocarboxamides, α,β,γ,δ-unsaturated

Syntheses of 1-Substituted 4-Amino-2(1H)-pyridinethione by Dimroth-Reaction of 2,4-Diaminothiopyranylium Halogenides

4-Amino-2-alkylimino-2H-thiopyranes (5) and 4-amino-2-alkylaminothiopyranylium halogenides (4) resp. on heating in refluxing D M F A are rearranged in the presence of Na-ethylate to 1-alkyl-4-aminodihydro-2(1H)-pyridinethiones (2).Also 2-methylthiothiopyranylidenammonium iodides (6) and 2-methylthio-4H-thiopyrane-4-one (7) can be transformed into 1-substituted 2(1H)-pyridinethiones (2) by heating in prim. amines.On treatment with alkali, 4-dimethylaminothiopyranylium iodide (4a) is transformed into its base 5a and hydrolyzed to 8. 5a and 8 are rearranged to the pyridinethiones 2a and the tautomers 9 A, B.The structure of the rearranged pyridinethiones 2 was proved by the 1-phenylderivate 2a.Thus 4-methyl-3-penten-2-on reacts with phenylthiourea via the phenylimino-1,3-thiazine (14) to give 3-phenyl-2(1H)pyridinethione (15). 15 is transformed by the methylpyrimidine-pyridine-rearrangement to the 1-phenylpyridinethione 2a.The mechanism of the Dimroth-reaction of 2-alkylimino-2H-thiopyranes (5) and the stereochemistry of the 1-benzyl-6-phenyl-2(1H)-pyridinethiones 2 are discussed. - Keywords: Conformational analysis of benzyl phenyl 2(1H) pyridinethiones; Dimroth-reaction; Keto-enol-tautomerism of 1-substituted 4-hydroxy-2(1H)-pyridinethiones; 2-Methylthiothiopyranylidenammonium iodides and 2-methylthio-4H-thiopyrane-4-one, reaction with primary amines