5,7-Diaza-spiro[3.4]octane-6,8-dione

5,7-Diaza-spiro[3.4]octane-6,8-dione Property

Melting point:

224 - 225°C

Density 

1.39±0.1 g/cm3(Predicted)

storage temp. 

-20°C Freezer

solubility 

DMSO (Slightly), Methanol (Slightly)

pka

10.46±0.20(Predicted)

form 

Solid

color 

White to Off-White

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

5,7-Diaza-spiro[3.4]octane-6,8-dione Chemical Properties,Usage,Production

Synthesis

34 General procedure for the synthesis of 5,7-diazaspiro[3.4]octane-6,8-dione from the compound (CAS: 773837-37-9), cyclobutanone and ammonium carbonate: 34.1 Sodium cyanide (1.47 g, 30 mmol) and ammonium carbonate (7.5 g, 78 mmol) were added to the reaction flask under argon protection. Subsequently, a mixed ethanol-water solvent (16 mL) solution of cyclobutanone (1.49 mL, 20 mmol) was added to the reaction system at 23°C. The reaction mixture was heated to 70 °C with continuous stirring for 6 hours. Upon completion of the reaction, the reaction mixture was cooled, poured into water (15 mL), and then concentrated hydrochloric acid (13 mL) solution was slowly added. Stirring was continued at 23 °C for 10 hours. After that, ethanol and some water were removed from the reaction mixture using a rotary evaporator. The precipitate was filtered through a glass filter and washed with distilled water. The target compound 5,7-diazaspiro[3.4]octane-6,8-dione was finally obtained as a beige powder in 39% yield (1.1 g). 1H NMR (400 MHz, DMSO-d6) δ: 10.49 (s, 1H, NH), 8.27 (s, 1H, NH), 2.31-2.37 (m, 2H, CH2), 2.19-2.27 (m, 2H, CH2), 1.83-1.90 (m, 1H, CHA), 1.71-1.76 (m, 1H, CHB ). Melting point: 223-225°C.

References

[1] Patent: US2012/83514, 2012, A1. Location in patent: Page/Page column 19