ChemicalBook--->CAS DataBase List--->766557-02-2

766557-02-2

766557-02-2 Structure

766557-02-2 Structure
IdentificationBack Directory
[Name]

6-CHLOROINDOLE-3-CARBOXYLIC ACID
[CAS]

766557-02-2
[Synonyms]

6-chloro-3-indole acid
6-CHLOROINDOLE-3-CARBOXYLIC ACID
1H-INDOLE-3-CARBOXYLICACID,6-CHLORO
[Molecular Formula]

C9H6ClNO2
[MDL Number]

MFCD07776607
[MOL File]

766557-02-2.mol
[Molecular Weight]

195.6
Chemical PropertiesBack Directory
[Boiling point ]

449.7±25.0 °C(Predicted)
[density ]

1.548
[storage temp. ]

2-8°C
[pka]

3.61±0.10(Predicted)
[Appearance]

Off-white to pink Solid
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H332-H335
[Precautionary statements ]

P261-P280-P305+P351+P338
[HS Code ]

2933998090
Spectrum DetailBack Directory
[Spectrum Detail]

6-CHLOROINDOLE-3-CARBOXYLIC ACID(766557-02-2)1HNMR
Hazard InformationBack Directory
[Synthesis]

1-(6-Chloro-3-indolyl)-2,2,2-trifluoroethanone

676477-10-4

6-CHLOROINDOLE-3-CARBOXYLIC ACID

766557-02-2

General procedure for the synthesis of 6-chloroindole-3-carboxylic acid from 1-(6-chloro-3-indolyl)-2,2,2-trifluoroethanone: b) 21.6 g (87.2 mmol) of 1-(6-chloro-1H-indol-3-yl)-2,2,2-trifluoroethanone was dissolved in 110 mL of aqueous 4 M potassium hydroxide solution and heated to reflux for 2 hours. Upon completion of the reaction, the reaction solution was cooled to 0 °C and neutralized with 36.7 mL of concentrated aqueous hydrochloric acid, at which point a white solid precipitated from the solution. The solid product was collected by filtration and washed with deionized water. Finally, the product was dried under high vacuum at 80 °C to give 16.4 g (96% yield) of 6-chloroindole-3-carboxylic acid as a light yellow solid. Mass spectrometry result: m/e 194 (M-H+, 100%).

[References]

[1] Patent: US2007/72888, 2007, A1. Location in patent: Page/Page column 14-15
[2] Journal of Medicinal Chemistry, 2015, vol. 58, # 5, p. 2275 - 2289
[3] Patent: JP2017/171619, 2017, A. Location in patent: Paragraph 0133; 0135
[4] Patent: EP2548864, 2013, A1. Location in patent: Paragraph 0175
[5] Patent: WO2013/14102, 2013, A1. Location in patent: Page/Page column 26; 32
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