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Triethylamine → N-(2-iodophenyl)methanesulfonamide

HRID 985718
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 985718
[CH3:1][S:2](Cl)(=[O:4])=[O:3].[I:6][C:7]1[CH:13]=[CH:12][CH:11]=[CH:10][C:8]=1[NH2:9].C(N(CC)CC)C>ClCCl>[I:6][C:7]1[CH:13]=[CH:12][CH:11]=[CH:10][C:8]=1[NH:9][S:2]([CH3:1])(=[O:4])=[O:3]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 119952-IodoanilineHCID 31297Methanesulfonyl chloride

Produkt 1

HCID 780001N-(2-iodophenyl)methanesulfonamideAusbeute 75,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

Methanesulfonyl chloride (4.4 mL, 57 mmol) was added to a 0° C. dichloromethane (200 mL) solution containing 2-iodoaniline (5.0 g, 23 mmol) and triethylamine (9.6 mL, 69 mmol). The resulting mixture was stirred for 90 minutes, washed with HCl (0.5 M). The organics were separated then dried over sodium sulfate and concentrated in vacuo. The residue was then treated with potassium hydroxide (2.0 M in 1:1 methanol:water, 75 mL) for 30 min. This material was then diluted with dichloromethane and washed with HCl (1.0 N, 300 mL). The organics were separated then dried over sodium sulfate and concentrated to provide the title compound (5.15 g) as a tan solid.

Aufarbeitung

  1. washwashed with HCl (0.5 M)
  2. customThe organics were separated
  3. dry with materialthen dried over sodium sulfate
  4. concentrationconcentrated in vacuo
  5. additionThe residue was then treated with potassium hydroxide (2.0 M in 1:1 methanol:water, 75 mL) for 30 min
  6. additionThis material was then diluted with dichloromethane
  7. washwashed with HCl (1.0 N, 300 mL)
  8. customThe organics were separated
  9. dry with materialthen dried over sodium sulfate
  10. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-6a22d669e1cf487c81ae823682ef95a2
Quelldatensatz
uspto-grants-2005_03
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US06872834B2

Notizen zur Reaktion

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