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5,6-Methylenedioxyindole

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5,6-Methylenedioxyindole manufacturers

5,6-Methylenedioxyindole Basic information
Product Name:5,6-Methylenedioxyindole
Synonyms:5h-1,3-dioxolo(4,5-f)indole;5,6-METHYLENEDIOXYINDOLE;5-6-methylenedioxyindole tan crystals;5H-[1,3]dioxolo[4,5-f]indol;5H-[1,3]Dioxolo[4,5-f]indole - [D71752]
CAS:267-48-1
MF:C9H7NO2
MW:161.16
EINECS:205-976-3
Product Categories:Indoles and derivatives;Building Blocks;Heterocyclic Building Blocks;Indoles
Mol File:267-48-1.mol
5,6-Methylenedioxyindole Structure
5,6-Methylenedioxyindole Chemical Properties
Melting point 110 °C
Boiling point 334.7±11.0 °C(Predicted)
density 1.425±0.06 g/cm3(Predicted)
storage temp. 2-8°C
pka16.93±0.20(Predicted)
color tan
Safety Information
Risk Statements 20/21/22
Safety Statements 36
WGK Germany 3
RTECS JI4650000
MSDS Information
ProviderLanguage
SigmaAldrich English
5,6-Methylenedioxyindole Usage And Synthesis
Uses5H-[1,3]dioxolo[4,5-f]indole (5,6-Methylenedioxyindole) is an indole analogue commonly used in the preparation of other biologically active molecules, such as fungicides and anticancer agents.
Synthesis
Phosphonium, [2-(1,1-dimethylethoxy)-2-oxoethyl]triphenyl-, inner salt

86302-43-4

6-NITROPIPERONAL

712-97-0

5,6-Methylenedioxyindole

267-48-1

The general procedure for the synthesis of 5,6-methylenedioxyindole from [2-(1,1-dimethylethoxy)-2-oxoethyl]triphenylphosphonium inner salt and 6-nitropiperonyl aldehyde was as follows: In a 50 mL round-bottomed flask equipped with a magnetic stirrer, 6-nitropiperonyl aldehyde (2 mmol), [2-(1,1-dimethylethoxy)-2-oxoethyl]triphenylphosphonium inner salt (2.2 mmol), triphenylphosphine (4.6 mmol), and diphenyl ether (10 mL) were added in sequence. mmol), triphenylphosphine (4.6 mmol) and diphenyl ether (10 mL). The reaction mixture was heated to 260 °C and kept for 1 hour. Upon completion of the reaction, the mixture was cooled to room temperature and the crude product was directly sampled onto a silica gel column. Separation was carried out by column chromatography using a gradient elution system of petroleum ether to 3:1 (v/v) petroleum ether/ethyl acetate to purify the target product 5,6-methylenedioxyindole.

References[1] Tetrahedron Letters, 2018, vol. 59, # 19, p. 1851 - 1854
Tag:5,6-Methylenedioxyindole(267-48-1) Related Product Information
5,6-Methylenedioxyindole-3-carboxylic acid 5,6-Methylenedioxy-2-phenylindole 2-Ethyl-5,6-methylendioxyindole 4,5-Methylenedioxyindole 5-Benzyl-5H-[1,3]dioxolo[4,5-f]indole-6-carboxylic acid 5H-[1,3]Dioxolo[4,5-f]indole-6-carboxylic acid methyl ester 2-methyl-3-(gamma-aminopropyl)-5,6-methylenedioxyindole 7-[2-[4-(2-Methoxyphenyl)-1-piperazinyl]ethyl]-5H-1,3-dioxolo[4, 5-f]i ndole tartrate Solypertine 1-((1,1-Dimethyl)amino)-3-(5H-1,3-dioxolo(4,5-f)pyrido(3,4-b)indol-9-y loxy)-2-propanol 5,6-METHYLENEDIOXYINDOLE