1-aminonaphthalene-2-carboxylic acid

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1-aminonaphthalene-2-carboxylic acid Basic information
Product Name:1-aminonaphthalene-2-carboxylic acid
Synonyms:1-aminonaphthalene-2-carboxylic acid;1-Amino-2-naphthoic acid;1-Amino-2-naphthalenecarboxylic acid;1-aminophthalene-2-carboxylic acid;2-Naphthalenecarboxylic acid, 1-amino-;Pazopanib Impurity 87
CAS:4919-43-1
MF:C11H9NO2
MW:187.19
EINECS:
Product Categories:
Mol File:4919-43-1.mol
1-aminonaphthalene-2-carboxylic acid Structure
1-aminonaphthalene-2-carboxylic acid Chemical Properties
Melting point 205-206℃
Boiling point 378.5±30.0 °C(Predicted)
density 1.352±0.06 g/cm3 (20 ºC 760 Torr)
storage temp. Keep in dark place,Inert atmosphere,Room temperature
pka5.02±0.10(Predicted)
AppearanceYellow to brown Solid
Safety Information
MSDS Information
1-aminonaphthalene-2-carboxylic acid Usage And Synthesis
Synthesis Reference(s)Journal of Medicinal Chemistry, 37, p. 745, 1994 DOI: 10.1021/jm00032a007
Synthesis
1-Nitronaphthalene-2-carboxylic acid

103987-83-3

1-aminonaphthalene-2-carboxylic acid

4919-43-1

General procedure for the synthesis of 1-amino-2-naphthalenecarboxylic acid from 1-nitro-2-naphthalenecarboxylic acid: 1-nitro-2-naphthalenecarboxylic acid (17.3 g), acetic acid (2 g), and a Pd/C catalyst (1.83 g, 10 wt% Pd) were suspended in THF (339 mL) in reactor A. The reaction was carried out in the same manner as the reaction. The reaction mixture was degassed and pressurized with hydrogen (25 psig). The mixture was stirred and reacted for 10 hours under hydrogen atmosphere. Upon completion of the reaction, the reaction mixture was filtered through diatomaceous earth (6 g) and the filter cake was washed with THF (51 mL). The combined filtrates were concentrated to about 40 mL and then cooled at 0-5 °C. Water (143 mL) was added to the concentrate to induce crystallization of the product. 1-Amino-2-naphthalenecarboxylic acid was isolated by filtration, washed with water (100 mL), and dried to give 13.35 g of product in 92.2% yield, 99.5% liquid phase purity (LCAP), and 98.7% wt. purity.

References[1] Patent: WO2017/58691, 2017, A1. Location in patent: Page/Page column 13
[2] Chemische Berichte, 1918, vol. 51, p. 1243
1-aminonaphthalene-2-carboxylic acid Preparation Products And Raw materials
Raw materials1-Nitronaphthalene-2-carboxylic acid-->Tetrahydrofuran-->Palladium-->Activated carbon-->Hydrogen
Tag:1-aminonaphthalene-2-carboxylic acid(4919-43-1) Related Product Information
1-amino-2-naphthonitrile Methyl 1-aMino-2-naphthoate 3-Amino-2-naphthoic acid 2-Amino-1-naphthoic acid 1-Nitronaphthalene-2-carboxylic acid 2-Naphthalenecarboxylic acid, 1-amino-, ethyl ester