3-METHOXY-BENZENE-1,2-DIAMINE

3-METHOXY-BENZENE-1,2-DIAMINE Property

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

HazardClass 

6.1

HS Code 

2922290090

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H302Harmful if swallowed

H312Harmful in contact with skin

H315Causes skin irritation

H319Causes serious eye irritation

H331Toxic if inhaled

H335May cause respiratory irritation

Precautionary statements

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

P280Wear protective gloves/protective clothing/eye protection/face protection.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

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

P405Store locked up.

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

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