5-Nitrooxindole

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5-Nitrooxindole manufacturers

  • 5-Nitrooxindole
  • 5-Nitrooxindole pictures
  • 2022-01-27
  • CAS:20870-79-5
  • Min. Order: 1KG
  • Purity: 98.1%
  • Supply Ability: 100 tons
5-Nitrooxindole Basic information
Product Name:5-Nitrooxindole
Synonyms:5-NITRO-1,3-DIHYDROINDOLE-2-ONE;5-NITRO-2-OXINDOLE;2H-INDOL-2-ONE, 1,3-DIHYDRO-5-NITRO;5-Nitrooxindole 96%;5-Nitrooxidole;5-Nitro-1,3-dihydro-2H-indol-2-one;B71139;5-Nitro-2-oxindole 96%
CAS:20870-79-5
MF:C8H6N2O3
MW:178.15
EINECS:
Product Categories:oxindoles;blocks;IndolesOxindoles;NitroCompounds;Indoles and derivatives;Indoline & Oxindole;Indoles
Mol File:20870-79-5.mol
5-Nitrooxindole Structure
5-Nitrooxindole Chemical Properties
Melting point 233-236 °C
Boiling point 411.4±45.0 °C(Predicted)
density 1.449±0.06 g/cm3(Predicted)
storage temp. Sealed in dry,Room Temperature
pka12.61±0.20(Predicted)
form solid
color Beige
InChI1S/C8H6N2O3/c11-8-4-5-3-6(10(12)13)1-2-7(5)9-8/h1-3H,4H2,(H,9,11)
InChIKeyJQCGHRDKVZPCRO-UHFFFAOYSA-N
SMILES[O-][N+](=O)c1ccc2NC(=O)Cc2c1
CAS DataBase Reference20870-79-5(CAS DataBase Reference)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38-43
Safety Statements 26-36/37
WGK Germany 3
Hazard Note Irritant/Keep Cold
HS Code 2933790090
Storage Class11 - Combustible Solids
Hazard ClassificationsEye Irrit. 2
Skin Irrit. 2
Skin Sens. 1
STOT SE 3
MSDS Information
ProviderLanguage
SigmaAldrich English
5-Nitrooxindole Usage And Synthesis
Uses
  • Reactant for synthesis of 3-[4-(amino/methylsulfonyl)phenyl]methylene-indolin-2-one derivatives as novel COX-1/2 and 5-LOX inhibitors
  • Reactant for preparation of Aurora kinase inhibitors
  • Reactant for synthesis of 3-substituted 2-indolinone RET inhibitors
  • Reactant for synthesis of 4-azachromeno[2,3-b]indol-11(6H)-ones and derivatives as analogs of ellipticine
  • Reactant for preparation of [18F]fluorobenzylidene-indolinone as possible tyrosine kinase inhibitor for PET tumor imaging
  • Reactant for preparation of 3-substituted indolin-2-ones as neuroprotective and toxic agents
Synthesis
Oxindole

59-48-3

5-NITROOXINDOLE

20870-79-5

General procedure for the synthesis of 5-nitroindol-2-one from 2-indolone: 2-indolone (26 g) was dissolved in 100 mL of concentrated sulfuric acid at -15 °C and fuming nitric acid (8.4 mL) was added slowly and dropwise. The reaction temperature needs to be strictly controlled to ensure that it is maintained at -15 °C. After the dropwise addition was completed, the reaction mixture was continued to be stirred for 30 minutes. Subsequently, the reaction solution was carefully poured into ice water and a yellow precipitate was immediately generated. The precipitate was separated by filtration and 34 g of 5-nitroindol-2-one was finally obtained in 98% yield.

References[1] Patent: US2005/256145, 2005, A1. Location in patent: Page/Page column 43
[2] Patent: US2005/256144, 2005, A1. Location in patent: Page/Page column 19
[3] Patent: US2010/75952, 2010, A1. Location in patent: Page/Page column 64
[4] Patent: EP2157093, 2010, A1. Location in patent: Page/Page column 61-62
[5] Patent: US6878733, 2005, B1. Location in patent: Page/Page column 169
5-Nitrooxindole Preparation Products And Raw materials
Raw materialsOxindole-->5-Nitroindole
Tag:5-Nitrooxindole(20870-79-5) Related Product Information
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