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5,6-Dimethoxyindole

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CAS:14430-23-0
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CAS:14430-23-0
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Products Intro: Product Name:5,6-Dimethoxyindole
CAS:14430-23-0
Purity:98% Package:5KG;1KG

5,6-Dimethoxyindole manufacturers

  • 5,6-Dimethoxyindole
  • 5,6-Dimethoxyindole pictures
  • 2023-12-04
  • CAS:14430-23-0
  • Min. Order: 1kg
  • Purity: 99% hplc
  • Supply Ability: 1000 kg
  • 5,6-Dimethoxyindole
  • 5,6-Dimethoxyindole pictures
  • 2022-01-27
  • CAS:14430-23-0
  • Min. Order: 1KG
  • Purity: 97.4%
  • Supply Ability: 100 tons
5,6-Dimethoxyindole Basic information
Product Name:5,6-Dimethoxyindole
Synonyms:5,6-Dimethoxyindole,99%;5,6-Dimethoxy-1H-indole 99%;5,6-Dimethoxy-1H-indole99%;AKOS JY2083477;5,6-DIMETHOXYINDOLE;1H-Indole, 5,6-dimethoxy-;5,6-Dimethoxyindole 99%;5,6-dimethoxy-1H-indole - [D82930]
CAS:14430-23-0
MF:C10H11NO2
MW:177.2
EINECS:238-402-5
Product Categories:Amines;Aromatics;Heterocyclic Compounds;Indole Derivatives;Building Blocks;Heterocyclic Building Blocks;Indoles;Indoles and derivatives;Indoline & Oxindole
Mol File:14430-23-0.mol
5,6-Dimethoxyindole Structure
5,6-Dimethoxyindole Chemical Properties
Melting point 154-157 °C (lit.)
Boiling point 198°C 8mm
density 1.182±0.06 g/cm3(Predicted)
Fp 198°C/8mm
storage temp. Sealed in dry,Room Temperature
pka16.93±0.30(Predicted)
form Powder
color Beige
Water Solubility Insoluble in water.
λmax306nm(EtOH)(lit.)
BRN 5683
InChIInChI=1S/C10H11NO2/c1-12-9-5-7-3-4-11-8(7)6-10(9)13-2/h3-6,11H,1-2H3
InChIKeyQODBZRNBPUPLEZ-UHFFFAOYSA-N
SMILESN1C2=C(C=C(OC)C(OC)=C2)C=C1
CAS DataBase Reference14430-23-0(CAS DataBase Reference)
Safety Information
Hazard Codes Xi
Safety Statements 22-24/25
WGK Germany 3
10
HazardClass IRRITANT
HS Code 29339900
Storage Class11 - Combustible Solids
MSDS Information
ProviderLanguage
SigmaAldrich English
ALFA English
5,6-Dimethoxyindole Usage And Synthesis
Chemical PropertiesBeige powder
Uses5,6-Dimethoxyindole is an indole derivative as analgesic antiinflammatory. It was used in the synthesis of N-benzyl-N-cyclopropyl-5,6-dimethoxyindole-3-glyoxalamide.
Application5,6-Dimethoxyindole was used in the synthesis of N-benzyl-N-cyclopropyl-5,6-dimethoxyindole-3-glyoxalamide.
Reactant in synthesis of indolylhydroxyoxindoles via enantioselective Friedel-Crafts reaction
Reactant in synthesis of benzyl trimethoxyindoles
Reactant for synthesis of benzoylpiperazinyl-indolyl ethane dione derivatives as HIV-1 inhibitors
Reactant for synthesis of 1-aroylindole 3-aroylindoles combretastatin A-4 analogs as antitumor agents and tubulin polymerization inhibitors
Reactant for preparation of tryptophanol derivatives via the Grignard reaction
Synthesis Reference(s)Journal of the American Chemical Society, 75, p. 5887, 1953 DOI: 10.1021/ja01119a030
Synthesis of 5,6-Dimethoxyindoles and 5,6-Dimethoxyoxindoles. A New Synthesis of Indoles DOI: 10.1021/ja01619a049
Synthesis
Benzene, 1-ethenyl-4,5-dimethoxy-2-nitro-

65907-71-3

5,6-Dimethoxyindole

14430-23-0

The general procedure for the synthesis of 5,6-dimethoxyindole from the compound (CAS: 65907-71-3) is as follows (note: use the Biotage Initiator for microwave reactions in a 2-5 mL reaction vessel): in a microwave reactor vial, an appropriate amount of o-nitrostyrene or o-nitrocinnamate (0.3 mmol) was combined with phosphine (2.4 equiv) A suspension was formed by stirring in anhydrous solvent (5 mL) and oxygen was excluded by bubbling argon into the mixture. The vessel was sealed by adding MoO2Cl2(dmf)2 (5 mol%). The reaction mixture was heated to the indicated temperature under microwave radiation and maintained for the corresponding time. Post-reaction treatments vary depending on the phosphine used: when triphenylphosphine is used, the solvent is removed under vacuum and the product is purified by column chromatography (hexane-EtOAc); when polystyrene-loaded triphenylphosphine is used, the reaction mixture is filtered and the solvent is removed under vacuum to obtain a pure indole; when 2-(diphenylphosphino)benzoic acid is used, the reaction mixture is filtered and washed with alkali if necessary. Post-reaction treatments of other phosphines were carried out with reference to the methods described in the literature [14] [15].

References[1] Tetrahedron Letters, 2011, vol. 52, # 12, p. 1339 - 1342
Tag:5,6-Dimethoxyindole(14430-23-0) Related Product Information
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