Diiodomethane → 26516-42-7

HRID 333476

Reaktionsgleichung

Reaktionsgleichung von HRID 333476
[N+:1]([C:4]1[CH:10]=[CH:9][CH:8]=[C:7]([N+:11]([O-:13])=[O:12])[C:5]=1N)([O-:3])=[O:2].[I:14]CI>>[I:14][C:5]1[C:4]([N+:1]([O-:3])=[O:2])=[CH:10][CH:9]=[CH:8][C:7]=1[N+:11]([O-:13])=[O:12]

Komponenten

3

Edukt 2

HCID 6346DiiodomethaneHCID 690702,6-Dinitroaniline

Produkt 1

HCID 1457118426516-42-7Ausbeute 52 %

Versuchsvorschrift

To a dispersion of 2,6-dinitroaniline (4.00 g, 0.021 mol) in diiodomethane (24 mL, 0.297 mol) isoamylnitrite (15 mL, 0.112 mol) was added (Smith et al., 1990, which is incorporated herein by reference). The mixture was stirred at room temperature for one hour, and then heated at 105° C. for eight hours. The excess of diiodomethane was removed in high vacuo. The residue was diluted with acetyl acetate (10 mL). Silica (ca 30 mL, mesh 230-400 Å) was added; the mixture was concentrated in vacuo and purified by column chromatography to yield 1-iodo-2,6-dinitrobenzene (3.21 g, 52%). 1H NMR (400 MHz, CDCl3): δ 7.84 (d, 2H, J=8.0 Hz), 7.67 (t, 1H, J=8.0 Hz).

Aufarbeitung

  1. temperatureheated at 105° C. for eight hours
  2. customThe excess of diiodomethane was removed in high vacuo
  3. additionThe residue was diluted with acetyl acetate (10 mL)
  4. additionSilica (ca 30 mL, mesh 230-400 Å) was added
  5. concentrationthe mixture was concentrated in vacuo
  6. custompurified by column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-e76a131dc89948efa60069429aeef6a7
Quelldatensatz
uspto-grants-2014_11
Patentnummer
US08877905B2

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