2,4-Dihydroxybenzamide Chemical Properties

Melting point:

228 °C

Boiling point:

455.8±15.0 °C(Predicted)

Density 

1.458±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

solubility 

soluble in Methanol

form 

powder to crystal

pka

8.15±0.10(Predicted)

color 

White to Light red to Green

InChI

InChI=1S/C7H7NO3/c8-7(11)5-2-1-4(9)3-6(5)10/h1-3,9-10H,(H2,8,11)

InChIKey

IIUJCQYKTGNRHH-UHFFFAOYSA-N

SMILES

C(N)(=O)C1=CC=C(O)C=C1O

CAS DataBase Reference

3147-45-3(CAS DataBase Reference)

EPA Substance Registry System

Benzamide, 2,4-dihydroxy- (3147-45-3)

Safety Information

HS Code 

2924.29.7790

2,4-Dihydroxybenzamide Usage And Synthesis

Uses

2,4-Dihydroxybenzamide is a specific inhibitor of glutathione reductase.

Synthesis

General procedure for preparation of 2,4-dihydroxybenzamide. It was prepared by the addition of 1.69 g (0.10 mol) methyl 2,4-dihydroxybenzoate in 10 mL of ammonia (pro analysis, 25% in water). The reaction mixture was stirred for 24 hours at room temperature. The excess ammonia and methanol formed during the reaction were removed under reduced pressure. Upon addition of 10 mL of water, the product was extracted by ether. Ether extracts were collected and washed with water, and after separation, the ether layer was dried over anhydrous sodium sulfate and evaporated under reduced pressure to give 2,4-dihydroxy benzamide. Crude products were purified by column chromatography using ethyl acetate as a mobile phase[1].

References

[1] Milena Jadrijevi?-Mladar Takac, Drazen Viki? Topi?. “FT-IR and NMR spectroscopic studies of salicylic acid derivatives. II. Comparison of 2-hydroxy- and 2,4- and 2,5-dihydroxy derivatives.” Acta Pharmaceutica 54 3 (2004): 177–91.

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