ChemicalBook--->CAS DataBase List--->22949-08-2

22949-08-2

22949-08-2 Structure

22949-08-2 Structure
IdentificationBack Directory
[Name]

1-Acetyl-2,3-dihydro-6-nitro-1H-indole
[CAS]

22949-08-2
[Synonyms]

1-Acetyl-6-Nitroindole
1-(6-Nitroindolin-1-yl)
1-Acetyl-6-nitro-1h-indole
Indoline, 1-acetyl-6-nitro-
1-(6-Nitroindolin-1-yl)ethanone
1-(6-nitro-1-indolinyl)ethanone
1-Acetyl-2,3-dihydro-6-nitro-1H-indole
1H-Indole, 1-acetyl-2,3-dihydro-6-nitro-
Ethanone, 1-(2,3-dihydro-6-nitro-1H-indol-1-yl)-
1-(6-nitro-2,3-dihydro-1H-indol-1-yl)ethan-1-one
[Molecular Formula]

C10H10N2O3
[MDL Number]

MFCD00022910
[MOL File]

22949-08-2.mol
[Molecular Weight]

206.2
Chemical PropertiesBack Directory
[storage temp. ]

Sealed in dry,Room Temperature
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
Hazard InformationBack Directory
[Synthesis]

6-Nitroindoline

19727-83-4

1-Acetyl-6-nitroindoline

22949-08-2

Step A: 6-Nitrodihydroindole (3.0 g, 18.3 mmol) was dissolved in tetrahydrofuran (THF, 45 mL) and triethylamine (Et3N, 3.4 mL, 24.4 mmol) at 0 °C. Acetyl chloride (1.5 mL, 21 mmol) was added dropwise. The reaction mixture was stirred at room temperature for 30 minutes. After completion of the reaction, the mixture was partitioned between ethyl acetate (EtOAc) and aqueous hydrochloric acid (HCl aq.). The organic layer was separated, dried over anhydrous sodium sulfate and concentrated under reduced pressure to give 1-acetyl-6-nitrodihydroindole (3.8 g, 100% yield) as a yellow solid.

[References]

[1] Patent: WO2006/19831, 2006, A1. Location in patent: Page/Page column 447
[2] Zhurnal Obshchei Khimii, 1959, vol. 29, p. 2541,2550; engl. Ausg. S. 2504, 2511
[3] Heterocycles, 1998, vol. 48, # 12, p. 2481 - 2484
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