2-AMINO-4-METHOXY-BENZOIC ACID Chemical Properties

Melting point:

175-180 °C

Boiling point:

339.8±27.0 °C(Predicted)

Density 

1.303±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

form 

powder to crystal

pka

5.21±0.10(Predicted)

color 

White to Light yellow to Light orange

InChI

InChI=1S/C8H9NO3/c1-12-5-2-3-6(8(10)11)7(9)4-5/h2-4H,9H2,1H3,(H,10,11)

InChIKey

HHNWXQCVWVVVQZ-UHFFFAOYSA-N

SMILES

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

CAS DataBase Reference

4294-95-5(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xn

Risk Statements 

36/37/38-22

Safety Statements 

26-36/37/39-37

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

29225090

2-AMINO-4-METHOXY-BENZOIC ACID Usage And Synthesis

Chemical Properties

Yellow powder

Uses

2-Amino-4-methoxybenzoic Acid, is an organic building block used in the synthesis of various chemical compounds.

Synthesis

The general procedure for the synthesis of 2-amino-4-methoxybenzoic acid from 4-methoxy-2-nitrobenzoic acid is as follows: Intermediate 113: Synthesis of 2-amino-4-methoxybenzoic acid 4-Methoxy-2-nitrobenzoic acid (3 g, 16.4 mmol) was dissolved in methanol (80 mL) and 10% palladium carbon catalyst (300 mg) was added. The hydrogenation reaction was carried out at room temperature and atmospheric pressure for 18 hours. Upon completion of the reaction, the reaction mixture was filtered through diatomaceous earth to remove the catalyst and the filtrate was concentrated to dryness under reduced pressure to give 2.50 g (100% yield) of 2-amino-4-methoxybenzoic acid as a colorless solid. 1H NMR (DMSO-d6) δ: 3.70 (s, 3H); 6.09 (dd, 1H); 6.23 (d, 1H); 7.59 (d, 1H).

References

[1] Patent: WO2006/134378, 2006, A1. Location in patent: Page/Page column 112
[2] Patent: WO2010/123975, 2010, A1. Location in patent: Page/Page column 101-102
[3] Patent: US2013/281398, 2013, A1. Location in patent: Paragraph 0493; 0494
[4] Patent: US5599814, 1997, A
[5] Patent: WO2007/71963, 2007, A2. Location in patent: Page/Page column 52

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