ChemicalBook--->CAS DataBase List--->1882-72-0

1882-72-0

1882-72-0 Structure

1882-72-0 Structure
IdentificationBack Directory
[Name]

methyl 2-amino-5-hydroxybenzoate
[CAS]

1882-72-0
[Synonyms]

Methyl 5-Hydroxyanthranilate
methyl 2-amino-5-hydroxybenzoate
5-Hydroxyanthranilic Acid Methyl Ester
4-hydroxy-2-(Methoxycarbonyl)benzenaMine
2-AMino-5-hydroxy-benzoic acid Methyl ester
Benzoic acid, 2-amino-5-hydroxy-, methyl ester
[Molecular Formula]

C8H9NO3
[MDL Number]

MFCD05863263
[MOL File]

1882-72-0.mol
[Molecular Weight]

167.163
Chemical PropertiesBack Directory
[Melting point ]

158.0 to 162.0 °C
[Boiling point ]

357.4±27.0 °C(Predicted)
[density ]

1.305±0.06 g/cm3(Predicted)
[storage temp. ]

Keep in dark place,Sealed in dry,Room Temperature
[solubility ]

slightly sol. in Methanol
[form ]

powder to crystal
[pka]

9.41±0.18(Predicted)
[color ]

Light yellow to Brown
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
[HS Code ]

2922.50.5000
Spectrum DetailBack Directory
[Spectrum Detail]

methyl 2-amino-5-hydroxybenzoate(1882-72-0)1HNMR
Hazard InformationBack Directory
[Synthesis]

Methanol

67-56-1

5-Hydroxyanthranilic acid

394-31-0

methyl 2-amino-5-hydroxybenzoate

1882-72-0

Example 7:1-7:2 (Method F) Step 1: 2-Amino-5-hydroxybenzoic acid (100 g, 0.653 mol) was dissolved in methanol (2 L) and concentrated sulfuric acid (100 mL, 100%) was added slowly. The reaction mixture was heated to reflux for 48 hours. After the reaction was completed, it was cooled to room temperature and neutralized with solid sodium bicarbonate to neutral. The reaction mixture was concentrated under reduced pressure, water (1.5 L) was added and the pH was adjusted with solid sodium bicarbonate to about 8. The precipitated solid was collected by filtration, washed with cold water and dried to give methyl 2-amino-5-hydroxybenzoate. Yield: 94 g (86% yield).

[References]

[1] Angewandte Chemie - International Edition, 2016, vol. 55, # 41, p. 12643 - 12649
[2] Angew. Chem., 2016, vol. 128, p. 12833 - 12839,7
[3] Journal of Organic Chemistry, 2001, vol. 66, # 8, p. 2784 - 2788
[4] Synlett, 2004, # 9, p. 1625 - 1627
[5] Patent: WO2009/127822, 2009, A2. Location in patent: Page/Page column 87
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