5-AMINOBENZENE-1,3-DIOL HYDROCHLORIDE Chemical Properties

Melting point:

300 °C

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

form 

solid

color 

Grey

Safety Information

Hazard Codes 

Xi

Hazard Note 

Irritant

HS Code 

2922500090

5-AMINOBENZENE-1,3-DIOL HYDROCHLORIDE Usage And Synthesis

Application

5-Aminophenyl-1,3-diol hydrochloride can be used as an organic synthesis intermediate and a pharmaceutical intermediate, and can be used in laboratory research and development processes as well as in chemical and pharmaceutical production processes.

Synthesis

Mesotriol (10.0 g, 79.5 mmol) was used as the raw material and was first concentrated. Concentrated ammonia (78 mL) was added to the concentrated resorcinol under argon protection. The reaction mixture was stirred at room temperature for 24 hours. Upon completion of the reaction, the solvent was removed by distillation under reduced pressure. The resulting product was cooled in an ice bath and 6N hydrochloric acid was slowly added to form hydrochloric acid. Subsequently, the solvent was removed by reduced pressure distillation and finally purified by reprecipitation using a methanol/dichloromethane solvent mixture to afford the target compound 5-aminobenzene-1,3-diol hydrochloride (Compound 14) as a yellow solid in 69% yield (8.89 g). The nuclear magnetic resonance hydrogen spectrum (1H NMR, 400 MHz, CD3OD) data of compound 14 were as follows: δ 6.27 (s, 2H), 6.32 (s, 1H).

References

[1] Patent: EP2684868, 2014, A1. Location in patent: Paragraph 0159; 0160; 0161
[2] Tetrahedron, 1987, vol. 43, # 13, p. 2925 - 2934

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