ChemicalBook--->CAS DataBase List--->2475-82-3

2475-82-3

2475-82-3 Structure

2475-82-3 Structure
IdentificationBack Directory
[Name]

2-amino-5-ethylbenzoic acid
[CAS]

2475-82-3
[Synonyms]

AKOS BBS-00008777
OTAVA-BB 7011090009
UKRORGSYN-BB BBV-237782
2-amino-5-ethylbenzoic acid
Benzoic acid, 2-amino-5-ethyl-
2-amino-5-ethylbenzoic acid(SALTDATA: FREE)
[Molecular Formula]

C9H11NO2
[MDL Number]

MFCD02358893
[MOL File]

2475-82-3.mol
[Molecular Weight]

165.19
Chemical PropertiesBack Directory
[Melting point ]

126 °C(Solv: ligroine (8032-32-4))
[Boiling point ]

326.1±35.0 °C(Predicted)
[density ]

1.205±0.06 g/cm3(Predicted)
[pka]

2.27±0.10(Predicted)
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H319-H302-H315-H335
[Precautionary statements ]

P264-P280-P305+P351+P338-P337+P313P-P264-P280-P302+P352-P321-P332+P313-P362-P264-P270-P301+P312-P330-P501
Hazard InformationBack Directory
[Synthesis]

5-Ethyl-1H-indole-2,3-dione

96202-56-1

2-amino-5-ethylbenzoic acid

2475-82-3

General procedure for the synthesis of 2-amino-5-ethylbenzoic acid from 5-ethylindoline-2,3-dione: Sodium hydroxide (6.5 g, 162.5 mmol) was dissolved in distilled water (52 mL) and cooled to below 30 °C. Subsequently, 5-ethylindoline-2,3-dione (9.6 g, 54.8 mmol) was slowly added with continuous stirring. The reaction bath was further cooled to below 15 °C and 30% hydrogen peroxide solution (15.6 g) was slowly added dropwise while controlling the reaction temperature between 15-20 °C. After the dropwise addition, the reaction temperature was maintained at 15-20 °C to continue the reaction for 1 hour. Subsequently, the pH of the reaction solution was adjusted to 5-6 by slowly adding glacial acetic acid dropwise, at which time a yellow solid precipitated. The precipitated solid was collected by filtration and washed with a small amount of cold water and then dried. The crude product was recrystallized by ethanol/water (1:1, v/v) solvent mixture to give 3.4 g of yellow solid product in 38% yield.

[References]

[1] Chemistry Letters, 2009, vol. 38, # 3, p. 200 - 201
[2] Patent: CN104803927, 2017, B. Location in patent: Paragraph 0109; 0113; 0114
[3] Il Farmaco; edizione scientifica, 1968, vol. 23, # 1, p. 3 - 15
[4] Patent: US2004/167128, 2004, A1. Location in patent: Page 22
[5] Patent: WO2003/97641, 2003, A2. Location in patent: Page/Page column 67
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