Methyl 2-amino-4,5-dimethoxybenzoate Chemical Properties

Melting point:

128-133 °C

Boiling point:

343.1±37.0 °C(Predicted)

Density 

1.189±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

form 

powder to crystal

pka

2.68±0.10(Predicted)

color 

White to Light yellow to Light orange

BRN 

2724754

InChI

InChI=1S/C10H13NO4/c1-13-8-4-6(10(12)15-3)7(11)5-9(8)14-2/h4-5H,11H2,1-3H3

InChIKey

QQFHCCQSCQBKBG-UHFFFAOYSA-N

SMILES

C(OC)(=O)C1=CC(OC)=C(OC)C=C1N

CAS DataBase Reference

26759-46-6(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36-24/25-22

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

29225090

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

Methyl 2-amino-4,5-dimethoxybenzoate Usage And Synthesis

Chemical Properties

Brown crystalline powder

Uses

3-Acetamido-2-hydroxyacetophenone is used in the preparation fo Antitumor Agents in Breast Cancer.

reaction suitability

reaction type: solution phase peptide synthesis

Synthesis

General procedure for the synthesis of methyl 2-amino-4,5-dimethoxybenzoate from methyl 4,5-dimethoxy-2-nitrobenzoate: 1.9 g (7.2 mmol) of methyl 4,5-dimethoxy-2-nitrobenzoate and 0.2 g of palladium-carbon catalyst were added to a 100 mL round-bottomed flask and dissolved in 50 mL of methanol. Hydrogen was passed into the reaction system and the reaction mixture was stirred at room temperature for 24 hours. The reaction progress was monitored by thin layer chromatography (TLC). Upon completion of the reaction, the brown solid catalyst was removed by filtration. The product was separated and purified by column chromatography (eluent ratio: petroleum ether:ethyl acetate = 10:1, V/V) to afford 1.51 g of the white solid target compound in 88.7% yield with a melting point of 91-93°C. The product was purified by column chromatography (eluent ratio: petroleum ether:ethyl acetate = 10:1, V/V).

References

[1] Patent: CN105037279, 2017, B. Location in patent: Paragraph 0047; 0048
[2] Bioorganic and Medicinal Chemistry Letters, 2014, vol. 24, # 18, p. 4455 - 4459
[3] Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1995, vol. 34, # 10, p. 911 - 913
[4] Justus Liebigs Annalen der Chemie, 1896, vol. 293, p. 190
[5] Journal of the American Chemical Society, 1919, vol. 41, p. 2147

Methyl 2-amino-4,5-dimethoxybenzoate(26759-46-6)Related Product Information

• Methyl acrylate
• Acetonitrile
• 3,5-Dimethoxybenzoic acid
• 4-Methoxybenzoic acid
• Kresoxim-methyl
• Methylparaben
• Methyl anthranilate
• Basic Violet 1
• 4-Dimethylaminobenzoic acid
• Methyl benzoate
• 4-Aminobenzoic acid
• Paraquat dichloride
• Methanol
• Methyl acetate
• Glycine
• Methyl
• Anthranilic acid
• ETHYL 4,5-DIMETHOXY-2-NITROBENZOATE