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Methanesulfonyl chloride → N-(3-cyanomethyl-2-methyl-phenyl)-methanesulfonamide

HRID 618234
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 618234
[NH2:1][C:2]1[C:3]([CH3:11])=[C:4]([CH2:8][C:9]#[N:10])[CH:5]=[CH:6][CH:7]=1.[CH3:12][S:13](Cl)(=[O:15])=[O:14]>N1C=CC=CC=1>[C:9]([CH2:8][C:4]1[C:3]([CH3:11])=[C:2]([NH:1][S:13]([CH3:12])(=[O:15])=[O:14])[CH:7]=[CH:6][CH:5]=1)#[N:10]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 2

HCID 31297Methanesulfonyl chlorideHCID 221703202-(3-Amino-2-methylphenyl)acetonitrile

Produkt 1

HCID 18789726N-(3-cyanomethyl-2-methyl-phenyl)-methanesulfonamideAusbeute 94,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Versuchsvorschrift

(3-Amino-2-methyl-phenyl)-acetonitrile (11.1 g) was dissolved in 80 ml of pyridine. The solution was cooled in an ice bath and 11.3g of methanesulfonyl chloride was added. The reaction mixture was removed from the ice bath and stirred at room temperature for 30 minutes; 10 ml of water was added, and the mixture was stirred for 30 minutes, poured into ethyl acetate (EtOAc), washed with cold hydrochloric acid, washed with water, dried, and evaporated to give 16.1 g of N-(3-cyanomethyl-2-methyl-phenyl)-methanesulfonamide as a light yellow solid. ##STR105##

Aufarbeitung

  1. temperatureThe solution was cooled in an ice bath
  2. customThe reaction mixture was removed from the ice bath
  3. addition10 ml of water was added
  4. stirringthe mixture was stirred for 30 minutes
  5. additionpoured into ethyl acetate (EtOAc)
  6. washwashed with cold hydrochloric acid
  7. washwashed with water
  8. customdried
  9. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-1dbd139f37134ff0961d6aa1f9c32186
Quelldatensatz
uspto-grants-1999_09
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05952362

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