6264-93-3

Usage

Uses

Used in Organic Synthesis:
2-AMINO-2,4,6-CYCLOHEPTATRIEN-1-ONE is used as a starting material in organic synthesis for the creation of various nitrogen-containing compounds. Its unique structure allows for the development of a wide range of chemical products.
Used in Chemical Research:
In the field of chemical research, 2-AMINO-2,4,6-CYCLOHEPTATRIEN-1-ONE serves as an important component for studying and understanding the properties and reactions of nitrogen-containing compounds.
Used as a Ligand in Coordination Chemistry:
2-AMINO-2,4,6-CYCLOHEPTATRIEN-1-ONE is utilized as a ligand in coordination chemistry, playing a crucial role in the formation and stabilization of metal complexes.
Used in Pharmaceutical Preparation:
2-AMINO-2,4,6-CYCLOHEPTATRIEN-1-ONE is used as a building block in the preparation of pharmaceuticals, contributing to the development of new drugs and medicinal compounds.
Used in Agrochemical Production:
2-AMINO-2,4,6-CYCLOHEPTATRIEN-1-ONE also finds application in the production of agrochemicals, where it serves as a key component in the synthesis of various agricultural chemicals.
Used in the Development of Dyes and Pigments:
Due to its unique chemical properties, 2-AMINO-2,4,6-CYCLOHEPTATRIEN-1-ONE has potential applications in the development of dyes, pigments, and other specialty chemicals, where it can impart specific color and functional characteristics.
Used in Specialty Chemicals Industry:
2-AMINO-2,4,6-CYCLOHEPTATRIEN-1-ONE is employed in the specialty chemicals industry for the creation of unique chemical products that have specific applications in various sectors, such as textiles, plastics, and coatings.

InChI:InChI=1/C7H7NO/c8-6-4-2-1-3-5-7(6)9/h1-5H,(H2,8,9)

Upstream product

• 53526-99-1 2-<2-(2-methoxyphenyl)hydrazino>tropone 
• 64-17-5 ethanol 
• 225112-68-5 2H-cycloheptaoxazol-2-one 
• 1153-05-5 triphenylarsineoxide 

Downstream Products

• 3379-23-5 2-p-Toluidino-troponimin 
• 3379-24-6 4-methoxy-N-[2-(4-methoxy-anilino)-cycloheptatrienylidene]-aniline 
• 3337-03-9 2-p-Anisidino-troponimin 
• 4560-46-7 2-Benzylamino-troponimin 
• 3362-58-1 N-benzyl-7-(benzylimino)cyclohepta-1,3,5-trien-1-amine 
• 225112-61-8 2-(triphenylphosphoranylideneamino)tropone 
• 374685-67-3 (7-oxocyclohepta-1,3,5-trienylimino)triphenylarsorane 
• 225112-78-7 2H-Cycloheptaoxazole-2-thione 
• 25946-69-4 1-thia-3-azaazulene-2(1H)-one 
• 603-33-8 triphenylbismuthane 
• 603-36-1 triphenylantimony 
• 345259-39-4 (tropon-2-yl)-N=BiPh₃ 

Relevant academic research and scientific papers

Synthesis, structure, and reactivity of (tropon-2-ylimino)arsorane and in situ generation of its stiborane and bismuthorane analogues: Reactions with heterocumulenes and an activated acetylene giving heteroazulenes

(Tropon-2-ylimino)pnictoranes of the general structure RN=MPh3 (R = tropon-2-yl; M = As, Sb, and Bi) 4-6 have been prepared for the first time by the reaction of 2-aminotropone with Ph3MX2 (M = As, Sb, and Bi) in the presence of a base. The arsorane derivative (M = As) 4 is isolated as a stable crystalline compound, while the stiborane (M = Sb) and the bismuthorane (M = Bi) derivatives 5 and 6 are not isolated and are prepared in situ due to their moisture sensitivity. The X-ray crystal analysis revealed that compound 4 exhibits two different conformations in the solid state, and that the As-O bond distances (2.33 A) lie below the sum of the van der Waals radii (3.37 A), and thus, there is appreciable bonding interaction between the arsine and the oxygen atoms. With a view to constructing a series of cyclohepta-annulated heterocycles and in order to gain a better understanding of a series of iminopnictoranes, compounds 4-6 were allowed to react with heterocumulenes such as carbon disulfide, phenyl isothiocyanate, phenyl isocyanate, and diphenylcarbodiimide, in an aza-Wittig/electrocyclization or a formal [8 + 2] type cycloaddition eliminating triphenylpnictorane oxide to give 2H-cycloheptaoxazol-2-one, its thione, and imine derivatives. On the other hand, the reaction of compounds 4 and 5 with dimethyl acetylenedicarboxylate (DMAD) gives postulated dimethyl cyclohepta[b]pyrrole-2,3-dicarboxylate, which subsequently reacts with DMAD to result in the formation of tetramethyl 2H-cyclohepta[gh]pyrrolizine-1,2,4,5-tetracarboxylate, while the reaction of 6 gives only intractable tarry materials. The reactivity of the compounds 4-6, which contain a formal N=M (M = As, Sb, and Bi) double bond, has been clarified to be in the order of 6 (M = Bi) > 5 (M = Sb) > 4 (M = As) > [the corresponding iminophosphorane derivative 3 (M = P)].

Synthesis and Structure of 2-(Triphenylphosphoranylideneamino)tropone and Its Utility in the Preparation of New Cyclohepta-annulated Heterocycles

2-(Triphenylphosphoranylideneamino)tropone 8 has been synthesized for the first time by several methods. The X-ray crystal analysis revealed that compound 8 exists as an (imino)phosphorane structure, but not as a P-O bonded oxazaphosphole structure 8'. With a view to constructing a series of new cyclohepta-annulated heterocycles, compound 8 was allowed to react with phenyl isocyanate and isothiocyanate in an aza-Wittig/electrocyclization manner to give 2H-cycloheptoxazol-2-one and its imine derivative in good combined yields. In a similar manner, reaction of compound 8 with diphenylketene and carbon disulfide afforded 2-(diphenylmethylidene)-2H-cycloheptazole and 2H-cycloheptoazole-2-thione in good yields, respectively. On the other hand, reaction of compound 8 with dimethyl acetylenedicarboxylate (DMAD) gives dimethyl cyclohepta[b]pyrrole-2,3-dicarboxylate, which subsequently reacts with DMAD to result in the formation of tetramethyl 2H-cyclohepta[2',1'-b:2',3'-b]pyrrolo[1,2-a]pyrrole-1,2,4,5-tetracarboxylate.

Synthesis and Reactions of 2-Arylhydrazinotropones. II. Synthesis of 5-Aryltropolones and B-Ring-Open Colchicine Analogues via Benzidine Type Rearrangement of 2-(2-Arylhydrazino)tropones

Treatment of a wide variety of 2-(2-arylhydrazino)tropones with ethanolic acid at 50-80 deg C readily gave the benzidine type rearrangement products, 2-amino-5-(4-aminoaryl)tropones, besides minor amounts of byproducts of various type.The main products were conveniently led to the corresponding 5-aryltropolones.Similarly, 2-(2-arylhydrazino)tropones bearing an isopropyl and isopropenyl group at the 4-position afforded 4-substituted 2-amino-5-(4-aminoaryl)tropones as the main products, which were also led to 4-substituted 5-(4-acetamidoaryl)- and 5-(4-methoxyaryl)tropolones.Structural assignments of these products were made on the basis of 1H NMR and other spectral data as well as of chemical transformations to known 5-phenyltropolone and also to 2-acetamido-8-hydroxy-10,10-dimethylcycloheptinden-7(10H)-one.This synthetic scheme may possibly be utilized for a convenient synthesis of B-ring-open analogues of colchicine.

A Convenient Synthesis of 5-Aryltropolones via Novel Benzidine Type Rearrangement of 2-(2-Arylhydrazino)tropones

Treatment of a wide variety of 2-(2-arylhydrazino)tropones with ethanolic acid at 50-80 deg C readily gave the benzidine type rearrangement products, i.e. 2-amino-5-(4-aminoaryl)tropones, which in turn were conveniently led to the corresponding 5-aryltropolones that can be utilized for synthesizing B-ring-open analogues of colchicine.