ChemicalBook--->CAS DataBase List--->53590-49-1

53590-49-1

53590-49-1 Structure

53590-49-1 Structure
IdentificationBack Directory
[Name]

5-CHLORO-1H-INDOLE-2-CARBALDEHYDE
[CAS]

53590-49-1
[Synonyms]

5-chloro-indole-2-carbaldehyde
5-CHLORO-1H-INDOLE-2-CARBALDEHYDE
1H-Indole-2-carboxaldehyde, 5-chloro-
[Molecular Formula]

C9H6ClNO
[MDL Number]

MFCD06800428
[MOL File]

53590-49-1.mol
[Molecular Weight]

179.6
Chemical PropertiesBack Directory
[Melting point ]

204-206 °C
[Boiling point ]

373.4±22.0 °C(Predicted)
[density ]

1.431±0.06 g/cm3(Predicted)
[storage temp. ]

under inert gas (nitrogen or Argon) at 2-8°C
[pka]

14.14±0.30(Predicted)
[Appearance]

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

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H319
[Precautionary statements ]

P305+P351+P338
[Hazard Codes ]

Xi
[Risk Statements ]

36-20/21/22
[Safety Statements ]

26-36/37
[HazardClass ]

IRRITANT
[HS Code ]

29339900
Raw materials And Preparation ProductsBack Directory
[Raw materials]

(5-chloro-1H-indol-2-yl)methanol
Hazard InformationBack Directory
[Chemical Properties]

Light yellow solid
[Synthesis]

(5-chloro-1H-indol-2-yl)methanol

53590-47-9

5-CHLORO-1H-INDOLE-2-CARBALDEHYDE

53590-49-1

General procedure for the synthesis of 5-chloro-1H-indole-2-carboxaldehyde from (5-chloro-1H-indol-2-yl)methanol: (5-chloro-1H-indol-2-yl)methanol (1 eq.) was dissolved in tetrahydrofuran (THF, 0.5 M), manganese dioxide (3 eq.) was added, the reaction was stirred for 1.5 hr. at room temperature, and the progress of the reaction was monitored by thin layer chromatography (TLC) until the complete conversion of the feedstock. After completion of the reaction, the mixture was filtered through a diatomaceous earth pad, the filtrate was dried with anhydrous magnesium sulfate and concentrated under reduced pressure to remove the solvent to give the crude 5-chloro-1H-indole-2-carbaldehyde in 82% yield.

[References]

[1] Synlett, 2007, # 11, p. 1707 - 1710
[2] Chemical Communications, 2013, vol. 49, # 28, p. 2894 - 2896
[3] Patent: US2008/9485, 2008, A1. Location in patent: Page/Page column 41
[4] European Journal of Medicinal Chemistry, 2016, vol. 121, p. 561 - 577
[5] Bioorganic and Medicinal Chemistry, 2017, vol. 25, # 6, p. 1889 - 1900
Spectrum DetailBack Directory
[Spectrum Detail]

5-CHLORO-1H-INDOLE-2-CARBALDEHYDE(53590-49-1)1HNMR
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