Methyl 3-amino-4-(methylamino)benzenecarboxylate

Methyl 3-amino-4-(methylamino)benzenecarboxylate Property

Melting point:

103-105°

Boiling point:

346.5±32.0 °C(Predicted)

Density 

1.208±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

pka

5.40±0.11(Predicted)

Appearance

Gray to dark gray Solid

Safety

Hazard Codes 

Xi

Risk Statements 

43

Safety Statements 

36/37

HazardClass 

IRRITANT

HS Code 

2922498590

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H228Flammable solid

H314Causes severe skin burns and eye damage

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P240Ground/bond container and receiving equipment.

P241Use explosion-proof electrical/ventilating/lighting/…/equipment.

P260Do not breathe dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

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

P301+P330+P331IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P363Wash contaminated clothing before reuse.

P370+P378In case of fire: Use … for extinction.

P405Store locked up.

P501Dispose of contents/container to..…

Methyl 3-amino-4-(methylamino)benzenecarboxylate Chemical Properties,Usage,Production

Synthesis

General procedure for the synthesis of methyl 3-amino-4-(methylamino)benzoate from methyl 4-(methylamino)-3-nitrobenzoate: Methyl 4-(methylamino)-3-nitrobenzoate (540 mg, 2.5 mmol) was dissolved in a solvent mixture of ethyl acetate and methanol (2:1 v/v/v, 20 mL). A 10% palladium-carbon catalyst (5 mol%) was added to the solution under nitrogen protection. The reaction mixture was placed in a hydrogen atmosphere and the reaction was stirred for 4 hours. Upon completion of the reaction, the catalyst was removed by diatomaceous earth filtration. The filtrate was concentrated under reduced pressure to afford the target product methyl 3-amino-4-(methylamino)benzoate. The product was characterized by LC-MS with molecular ion peak [M + 1] = 181.1. yield: 441 mg (100% yield).

References

[1] Patent: EP1502916, 2005, A1. Location in patent: Page 440
[2] Patent: WO2007/69053, 2007, A1. Location in patent: Page/Page column 34
[3] Patent: WO2008/65508, 2008, A1. Location in patent: Page/Page column 32-33; 38-40
[4] Patent: WO2017/147102, 2017, A1. Location in patent: Paragraph 00126-00127
[5] Patent: WO2017/100594, 2017, A1. Location in patent: Paragraph 00132