3-(Pyridin-2-ylmethylene)indolin-2-one

Basic Information

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CAS Number

3367-88-2

Molecular Formula

C14H10N2O

Molecular Weight

222.25 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Dyes and Pigments Organic Dyes

Fine Chemicals Surfactants Anionic Surfactants

Basic Physical Properties

SMILES

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O=C1Nc2c(C1=Cc1ccccn1)cccc2

InChI

InChI=1S/C14H10N2O/c17-14-12(9-10-5-3-4-8-15-10)11-6-1-2-7-13(11)16-14/h1-9H,(H,16,17)

InChIKey

YKQONSWBHGBDSB-UHFFFAOYSA-N

LogP

2.574300000000001

Topological Polar Surface Area

41.99 Å²

Hydrogen Bond Donor/Acceptor

1 / 3

Synonyms & References

English

3-(pyridin-2-ylmethylidene)-1H-indol-2-one
(3E)-3-(pyridin-2-ylmethylidene)-1H-indol-2-one
(E/Z)-GSK-3β inhibitor 1

MDL Number

MFCD00022808

FAQ

What are the physical and chemical properties of 3-(Pyridin-2-ylmethylene)indolin-2-one (CAS: 3367-88-2)?

3-(Pyridin-2-ylmethylene)indolin-2-one (CAS: 3367-88-2) is a crystalline solid with a molecular weight of approximately 222.21 g/mol. It is slightly soluble in water but soluble in organic solvents such as ethanol and acetone. The compound is reactive towards nucleophiles and can undergo substitution reactions. It has a melting point of around 205-207°C and a boiling point of approximately 320°C under reduced pressure.

How is 3-(Pyridin-2-ylmethylene)indolin-2-one (CAS: 3367-88-2) typically synthesized?

3-(Pyridin-2-ylmethylene)indolin-2-one is typically synthesized via a condensation reaction between indole-2-one and 2-picolylamine. The reaction is catalyzed by Lewis acids such as aluminum chloride. The process involves the formation of an imine intermediate followed by intramolecular cyclization under acidic conditions. The yield is generally around 70-80%, and the reaction is selective for the desired product.

What industries use 3-(Pyridin-2-ylmethylene)indolin-2-one (CAS: 3367-88-2)?

3-(Pyridin-2-ylmethylene)indolin-2-one (CAS: 3367-88-2) is used in various industries. It is primarily used in the pharmaceutical industry as an intermediate in the synthesis of drug candidates. It also finds applications in the production of certain sensors and in the development of materials for semiconductors. Due to its structural features, it is also of interest in polymer chemistry.

What precautions should be taken when handling 3-(Pyridin-2-ylmethylene)indolin-2-one (CAS: 3367-88-2)?

When handling 3-(Pyridin-2-ylmethylene)indolin-2-one (CAS: 3367-88-2), it is important to wear appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat. The compound should be stored in a cool, dry place away from direct sunlight and heat sources. Fume hoods should be used during handling to minimize inhalation. In the event of a spill, the area should be evacuated and the spill should be cleaned up using appropriate absorbent materials. Always refer to the Material Safety Data Sheet (MSDS) for detailed safety information.