156424-66-7

Basic information

• Product Name: (1Z)-6-methyl-2,3,4,9-tetrahydro-1H-carbazol-1-one oxime
• Synonyms: (1Z)-6-methyl-2,3,4,9-tetrahydro-1H-carbazol-1-one oxime;6-methyl-2,3,4,9-tetrahydro-1H-carbazol-1-one oxime
• CAS NO: 156424-66-7
• Molecular Formula: C₁₃H₁₄N₂O
• Molecular Weight: 214.27
• Mol File: 156424-66-7.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (1Z)-6-methyl-2,3,4,9-tetrahydro-1H-carbazol-1-one oxime(CAS DataBase Reference)
• NIST Chemistry Reference: (1Z)-6-methyl-2,3,4,9-tetrahydro-1H-carbazol-1-one oxime(156424-66-7)
• EPA Substance Registry System: (1Z)-6-methyl-2,3,4,9-tetrahydro-1H-carbazol-1-one oxime(156424-66-7)

Safety Data

• Hazardous Substances Data: 156424-66-7(Hazardous Substances Data)

Usage

Uses

Used in Medicinal Chemistry:
(1Z)-6-methyl-2,3,4,9-tetrahydro-1H-carbazol-1-one oxime is used as a key intermediate in the synthesis of pharmaceuticals for its potential therapeutic properties. Its unique structure and oxime functional group enable the development of novel drug candidates with improved efficacy and safety profiles.
Used in Agriculture:
In the agricultural industry, (1Z)-6-methyl-2,3,4,9-tetrahydro-1H-carbazol-1-one oxime is used as a starting material for the development of agrochemicals. Its versatile chemical structure allows for the creation of new compounds with applications in pest control, crop protection, and other agricultural areas.
Used in Material Science:
(1Z)-6-methyl-2,3,4,9-tetrahydro-1H-carbazol-1-one oxime is utilized as a building block for the synthesis of functional materials in material science. Its unique properties and the ability to undergo further chemical modifications make it suitable for the development of advanced materials with specific characteristics for various applications, such as sensors, electronic devices, and more.

Upstream product

• 3449-48-7 6-methyl-2,3,4,9-tetrahydro-1H-carbazol-1-one 
• 1093413-51-4 methyl 2-(6-methyl-1-oxo-2,3,4,9-tetrahydro-1H-carbazol-2-yl)oxoacetate 

Relevant articles and documents

Reactions of methyl 2-(1-oxo-2,3,4,9-tetrahydro-1H-carbazol-2-yl) oxoacetates. Synthesis of methyl isoxazolo[5,4-a]carbazole-3-carboxylates

The reaction of methyl 2-(1-oxo-2,3,4,9-tetrahydro-1H-carbazol-2-yl) oxoacetates (1a-e) with hydroxylamine hydrochloride in alcoholic KOH afforded 1-hydroxyimino-2,3,4,9-tetrahydro-1H-carbazoles (2a-e), and in acetic acid methyl isoxazolo[5,4-a]carbazole-3-carboxylates (3a-e). Ketoesters 1a-e with urea and thiourea under acidic conditions yielded a mixture of the respective 1-hydroxycarbazoles (6a-e) and 2,3,4,9-tetrahydro-1H-carbazol-1-ones (7a-e), but under basic conditions the respective 1-carbimido-and 1-thiocarbimido-2,3,4,9- tetrahydro-1H-carbazoles (8a-e and 9a-e) were formed. Plausible mechanisms are proposed.

Attempted synthesis of substituted carbazoles from 1 -oxo-1,2,3,4- tetrahydro-carbazoles and 1-hydroxyimino-1,2,3,4-tetrahydrocarbazoles

The reaction of 1-oxo-1,2,3,4-tetrahydrocarbazoles 1 with vinyl acetate in presence of alcoholic KOH affords hitherto unknown 7-methyl-1-oxo-2-(3′- methyl propan-1′-al)-1,2,3,4-tetrahydrocarbazole 2. Similarly, the reaction of 1-hydroxyimino-1,2,3,4-tetrahydrocarbazoles 3 with vinyl acetate in the presence of p-toulenesulphonic acid results in the formation of a new compound viz., 2-acetoxy-1,2,3,3a,4,5-hexahydropyrrolo[3,4-a]carbazole 4. All the compounds have been characterized by IR, NMR and mass spectra and elemental analysis.