4,6,7,8-TETRAHYDRO-1H,3H-QUINOLINE-2,5-DIONE Chemical Properties

Melting point:

196-198°C

storage temp. 

Sealed in dry,Room Temperature

solubility 

DMSO (Slightly), Methanol (Slightly)

form 

Solid

color 

Pale Beige to Beige

Safety Information

Hazard Codes 

Xi

HazardClass 

IRRITANT

HS Code 

2933499090

4,6,7,8-TETRAHYDRO-1H,3H-QUINOLINE-2,5-DIONE Usage And Synthesis

Chemical Properties

Pale Yellow Solid

Uses

4,6,7,8-Tetrahydro-2,5(1H,3H)-quinolinedione (cas# 5057-12-5) is a compound useful in organic synthesis.

Synthesis

General method: 1,3-Cyclohexanedione (8.9 mmol, 1 eq.) was mixed with acrylic acid (10.6 mmol, 1.2 eq.) in a reaction vial. Ammonium acetate (10.6 mmol, 1.2 eq.) was then added. The reaction mixture was thoroughly mixed using a spatula and heated with stirring at 80 °C for 5 h under nitrogen protection. After completion of the reaction, it was cooled to room temperature and the reaction mixture was diluted with 10 mL of distilled water followed by two extractions with ethyl acetate (2 × 10 mL). The organic extracts were combined and dried with anhydrous Na2SO4. After filtration, the solvent was removed by evaporation under reduced pressure and the resulting crude product was purified by column chromatography (eluent: ethyl acetate/hexane) to afford the target compound 3,4,7,8-tetrahydroquinoline-2,5(1H,6H)-dione. Characterization data of the compounds are provided.

References

[1] Synthetic Communications, 2013, vol. 43, # 22, p. 3010 - 3019

4,6,7,8-TETRAHYDRO-1H,3H-QUINOLINE-2,5-DIONE(5057-12-5)Related Product Information

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