3-AMINO-4-METHYLAMINO-BENZOIC ACID Chemical Properties

Boiling point:

386.0±37.0 °C(Predicted)

Density 

1.343±0.06 g/cm3(Predicted)

storage temp. 

2-8°C(protect from light)

pka

4.04±0.10(Predicted)

Appearance

Brown to black Solid

3-AMINO-4-METHYLAMINO-BENZOIC ACID Usage And Synthesis

Synthesis

Step 2. 4-(Methylamino)-3-nitrobenzoic acid (9.8 g, 49.96 mmol) and palladium-carbon catalyst (1 g) were suspended in methanol (200 ml), and the reaction was stirred for 2 hours at room temperature and under hydrogen atmosphere. Upon completion of the reaction, the solid catalyst was removed by filtration. The filtrate was concentrated under reduced pressure to afford 3-amino-4-(methylamino)benzoic acid (8.2 g, 99% yield) as a white solid. The product was confirmed by LC-MS (electrospray ionization, m/z): [M + H]+ 167.11. 1H-NMR (300 MHz, DMSO-d6) δ 7.47-7.51 (m, 1H), 7.37 (d, J = 2.1Hz, 1H), 6.53 (d, J = 8.4Hz, 1H), 2.90 (s, 3H).

References

[1] Patent: US2012/277224, 2012, A1. Location in patent: Page/Page column 41
[2] Tetrahedron Letters, 2017, vol. 58, # 43, p. 4145 - 4148
[3] Patent: WO2013/97773, 2013, A1. Location in patent: Paragraph 0292
[4] Chem.Abstr., 1978, vol. 89, # 61044,
[5] Patent: WO2004/26829, 2004, A2. Location in patent: Page/Page column 77

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