3-METHOXY-BENZENE-1,2-DIAMINE Chemical Properties

Melting point:

77-78℃

Boiling point:

114-116 °C(Press: 0.5 Torr)

Density 

1.170±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

solubility 

Chloroform (Slightly), Methanol (Slightly)

form 

solid

pka

4.10±0.10(Predicted)

color 

Black

Water Solubility 

Slightly soluble in water.

Sensitive 

Air Sensitive

CAS DataBase Reference

37466-89-0

Safety Information

HazardClass 

6.1

HS Code 

2922290090

3-METHOXY-BENZENE-1,2-DIAMINE Usage And Synthesis

Uses

3-Methoxy-o-phenylenediamine is used as pharmaceutical intermediate.

Synthesis

General procedure for the synthesis of 1,2-diamino-3-methoxybenzene from 2-nitro-3-methoxyaniline: 5% palladium-carbon catalyst (18 mg, 20 wt%) was added to a solution of 2-nitro-3-methoxyaniline (90 mg, 0.54 mmol) in ethanol (3 mL). The reaction mixture was stirred at room temperature in a hydrogen atmosphere for 18 hours. Upon completion of the reaction, the catalyst was removed by diatomaceous earth filtration and the filtrate was subsequently evaporated to afford the target product 3-methoxy-1,2-benzenediamine (73 mg, 100% yield).

References

[1] Patent: WO2006/50506, 2006, A1. Location in patent: Page/Page column 126
[2] Bulletin of the Korean Chemical Society, 2010, vol. 31, # 11, p. 3441 - 3444
[3] Patent: EP2168959, 2010, A1. Location in patent: Page/Page column 121
[4] Patent: EP2168960, 2010, A1. Location in patent: Page/Page column 61-62
[5] Patent: US2011/301170, 2011, A1. Location in patent: Page/Page column 29

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