87-25-2 Usage
Chemical Properties
Different sources of media describe the Chemical Properties of 87-25-2 differently. You can refer to the following data:
1. colourless liquid
2. Ethyl anthranilate has a faint, orange-flower odor and similar taste.
Occurrence
Reported found in grapes, orange juice, orange peel oil, starfruit and Vitis labrusca L.
Uses
Different sources of media describe the Uses of 87-25-2 differently. You can refer to the following data:
1. Ethyl 2-aminobenzoate is used as a reactant in the amination of aryl chlorides, bromides, and triflates.
2. Perfumery and flavors, similar to methyl
anthranilate.
Preparation
By esterification of anthranilic acid with ethanol in the presence of acid catalysts; by reacting sodium hypochlorite with
an alkaline solution of phthalimide
General Description
Colorless liquid with a fruity odor. Insoluble in water.
Air & Water Reactions
ETHYL ANTHRANILATE should be protected from air and light. Insoluble in water.
Reactivity Profile
ETHYL ANTHRANILATE may hydrolyze under acidic and basic conditions.
Fire Hazard
Flash point data for ETHYL ANTHRANILATE are not available. ETHYL ANTHRANILATE is probably combustible.
Pharmacology
Ethyl anthranilate behaved as a local anaesthetic, as measured by depression of
muscle twitch, but was 50% less effective than the m- and p-aminobenzoate isomers. All three compounds
potentiated the initial phase of caffeine-induced contracture of frog sartorius muscle, but
the o-isomer had no effect on the peak tension of the contracture (Friedman, Bianchi & Weiss.
1974). It was proposed that the o-amino group has both steric and polar effects, its bulk preventing
the inhibitory action of the carbonyl group on the caffeine-induced contracture of sartorius muscle,
while the lone electron pair of the nitrogen atom induces a contracture on its own accord and
potentiates a caffeine-induced contracture (Friedman, 1975).
Ethyl anthranilate (0-1 mmol/litre) decreased the frequency of the electric-organ discharges of
the electric fish, Gnathonemus moori, but did not affect the individual pulse amplitudes, indicating
that the compound acted on the pacemaker cells of the mesencephalic command nucleus (Walsh
& Schopp, 1966).
Safety Profile
Moderately toxic by
ingestion. A skin irritant. Combustible
liquid. When heated to decomposition it
emits toxic fumes of NOx.
Check Digit Verification of cas no
The CAS Registry Mumber 87-25-2 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 8 and 7 respectively; the second part has 2 digits, 2 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 87-25:
(4*8)+(3*7)+(2*2)+(1*5)=62
62 % 10 = 2
So 87-25-2 is a valid CAS Registry Number.
InChI:InChI=1/C9H11NO2/c1-2-12-9(11)7-5-3-4-6-8(7)10/h3-6H,2,10H2,1H3
87-25-2Relevant articles and documents
Nickel Boride Catalyzed Reductions of Nitro Compounds and Azides: Nanocellulose-Supported Catalysts in Tandem Reactions
Proietti, Giampiero,Prathap, Kaniraj Jeya,Ye, Xinchen,Olsson, Richard T.,Dinér, Peter
supporting information, p. 133 - 146 (2021/11/04)
Nickel boride catalyst prepared in situ from NiCl2 and sodium borohydride allowed, in the presence of an aqueous solution of TEMPO-oxidized nanocellulose (0.01 wt%), the reduction of a wide range of nitroarenes and aliphatic nitro compounds. Here we describe how the modified nanocellulose has a stabilizing effect on the catalyst that enables low loading of the nickel salt pre-catalyst. Ni-B prepared in situ from a methanolic solution was also used to develop a greener and facile reduction of organic azides, offering a substantially lowered catalyst loading with respect to reported methods in the literature. Both aromatic and aliphatic azides were reduced, and the protocol is compatible with a one-pot Boc-protection of the obtained amine yielding the corresponding carbamates. Finally, bacterial crystalline nanocellulose was chosen as a support for the Ni-B catalyst to allow an easy recovery step of the catalyst and its recyclability for new reduction cycles.
Tunable Electrosynthesis of Anthranilic Acid Derivatives via a C-C Bond Cleavage of Isatins
Qian, Peng,Liu, Jiaojiao,Zhang, Yan,Wang, Zhiyong
, p. 16008 - 16015 (2021/07/31)
A facile and direct electrocatalytic C-C bond cleavage/functionalization reaction of isatins was developed. With isatins as the amino-attached C1 sources, a variety of aminobenzoates, and aminobenzamides were synthesized in moderate to good yields under mild conditions.
PROCESS FOR THE PREPARATION OF QUINOLONE BASED COMPOUNDS
-
Paragraph 0288; 0290-0291, (2019/12/06)
The present invention relates to an improved process for the preparation of quinolone based compounds of general formula (I) using intermediate compound of general formula (XII). Invention also provides an improved process for the preparation of compound of formula (I-a) using intermediate compound of formula (XII-a) and some novel impurities generated during process. Compounds prepared using this process can be used to treat anemia.