3-Hydroxy-1,8-naphthalic anhydride Chemical Properties

Melting point:

281 °C

Boiling point:

509.4±33.0 °C(Predicted)

Density 

1.585±0.06 g/cm3(Predicted)

storage temp. 

Inert atmosphere,Room Temperature

solubility 

soluble in Dimethylformamide

form 

powder to crystal

pka

7.93±0.20(Predicted)

color 

Light yellow to Yellow

InChI

InChI=1S/C12H6O4/c13-7-4-6-2-1-3-8-10(6)9(5-7)12(15)16-11(8)14/h1-5,13H

InChIKey

FKVNZFAMXGMPOU-UHFFFAOYSA-N

SMILES

C1(=O)OC(=O)C2=CC(O)=CC3=C2C1=CC=C3

Safety Information

Risk Statements 

36/37/38

Safety Statements 

26-36/37/39

HS Code 

2917.39.7000

HazardClass 

IRRITANT

3-Hydroxy-1,8-naphthalic anhydride Usage And Synthesis

Uses

Used as pharmaceutical intermediates for RD.

Synthesis

General procedure for the synthesis of 5-hydroxybenzo[de]isochroman-1,3-dione from 5-amino-1H,3H-benzo[DE]isochroman-1,3-dione: Compound 3 (8 mmol, 1.7 g) was placed in a three-necked flask, and 432 mL of aqueous sulfuric acid solution (sulfuric acid to water in a ratio of 1:5, by volume) was added and the reaction system was cooled down to 0 °C. Subsequently, sodium nitrite (12 mmol, 0.81 g) was slowly added and stirred continuously at 0 °C for 1 hour. After completion of the reaction, the reaction system was gradually warmed to room temperature and then stirred at 120 °C for 12 hours. At the end of the reaction, the reaction mixture was cooled to room temperature, filtered through a Kiriyama funnel and the filter cake was washed with water and dried. The crude product was recrystallized with chloroform to afford the target product 5-hydroxybenzo[de]isochromene-1,3-dione.

References

[1] Patent: JP2018/39777, 2018, A. Location in patent: Paragraph 0115; 0119; 0120
[2] Journal of Photochemistry and Photobiology A: Chemistry, 2015, vol. 303-304, p. 28 - 35

3-Hydroxy-1,8-naphthalic anhydride(23204-36-6)Related Product Information

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