Methanesulfonyl chloride → N-(3-ethynylphenyl)methanesulfonamide

HRID 38225

Reaktionsgleichung

Reaktionsgleichung von HRID 38225
[C:1]([C:3]1[CH:4]=[C:5]([CH:7]=[CH:8][CH:9]=1)[NH2:6])#[CH:2].[CH3:10][S:11](Cl)(=[O:13])=[O:12]>N1C=CC=CC=1>[C:1]([C:3]1[CH:4]=[C:5]([NH:6][S:11]([CH3:10])(=[O:13])=[O:12])[CH:7]=[CH:8][CH:9]=1)#[CH:2]

Komponenten

4

Edukt 2

HCID 31297Methanesulfonyl chlorideHCID 104682Benzenamine, 3-ethynyl-

Produkt 1

HCID 57131399N-(3-ethynylphenyl)methanesulfonamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Versuchsvorschrift

To a solution of 3-ethynyl aniline (1.05 mL, 10.0 mmol) in pyridine (5 mL) was added methanesulfonyl chloride (857 μL, 1.10 eq.) at a temperature of 0° C. The resulting mixture was stirred overnight at room temperature and was then evaporated. The residue was treated with 2 N aq. HCl (25 mL) and subsequently extracted with ethyl acetate (2×30 mL). The combined organic layers were dried over MgSO4 and evaporated to give the desired methanesulfonamide in quantitative yield. It was used without further purification.

Aufarbeitung

  1. customwas then evaporated
  2. additionThe residue was treated with 2 N aq. HCl (25 mL)
  3. extractionsubsequently extracted with ethyl acetate (2×30 mL)
  4. dry with materialThe combined organic layers were dried over MgSO4
  5. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-e04eb91ca7634a4a97f9b40e63bc61d3
Quelldatensatz
uspto-grants-2013_09
Patentnummer
US08524724B2

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