ChemicalBook--->CAS DataBase List--->49592-84-9

49592-84-9

49592-84-9 Structure

49592-84-9 Structure
IdentificationBack Directory
[Name]

2,5-Diaminobenzoic acid methyl ester
[CAS]

49592-84-9
[Synonyms]

Methyl 2,5-diaMinobenzoate
2,5-Diaminobenzoic acid methyl ester
Benzoic acid, 2,5-diamino-, methyl ester
[Molecular Formula]

C8H10N2O2
[MOL File]

49592-84-9.mol
[Molecular Weight]

166.18
Chemical PropertiesBack Directory
[Melting point ]

71-74 °C
[Boiling point ]

334.5±22.0 °C(Predicted)
[density ]

1.260±0.06 g/cm3(Predicted)
[storage temp. ]

Keep in dark place,Inert atmosphere,Room temperature
[pka]

4.71±0.10(Predicted)
[Appearance]

Light brown to brown Solid
Safety DataBack Directory
[HS Code ]

2921599090
Spectrum DetailBack Directory
[Spectrum Detail]

2,5-Diaminobenzoic acid methyl ester(49592-84-9)1HNMR
Hazard InformationBack Directory
[Synthesis]

METHYL 2-AMINO-5-NITROBENZOATE

3816-62-4

2,5-Diaminobenzoic acid methyl ester

49592-84-9

General procedure for the synthesis of methyl 2,5-diaminobenzoate from methyl 2-amino-5-nitrobenzoate: Methyl 2-amino-5-nitrobenzoate (1 g, 5.1 mmol) was dissolved in tetrahydrofuran (50 ml) in a Parr reactor and degassed. 10% palladium carbon catalyst (150 mg) was added and the reaction system was subsequently hydrogen displaced (evacuated and filled with hydrogen). The reaction was carried out at room temperature for 24 hours under 40 psi hydrogen pressure. Complete consumption of feedstock was confirmed by LC-MS monitoring. Upon completion of the reaction, the catalyst was removed by filtration through a diatomaceous earth pad and the filter cake was washed with methanol. The filtrate was concentrated under reduced pressure to give a brown oily product of about 1 g in >95% yield.

[References]

[1] Patent: WO2015/138919, 2015, A1. Location in patent: Page/Page column 50; 53
[2] Polish Journal of Chemistry, 1984, vol. 58, # 4/5/6, p. 411 - 424
[3] Journal of the American Chemical Society, 1954, vol. 76, p. 1114,1117
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