Carbon Tetrachloride → HCID 18789704, Verbindung

HRID 1106727Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1106727
[C:1]([CH2:3][O:4][C:5]1[C:6]([CH3:16])=[C:7]([NH:11][S:12]([CH3:15])(=[O:14])=[O:13])[CH:8]=[CH:9][CH:10]=1)#[N:2].C(O)(C)(C)C.C(Cl)(Cl)(Cl)[Cl:23].ClOC(C)(C)C>C1(C)C=CC=CC=1>[Cl:23][C:8]1[C:7]([NH:11][S:12]([CH3:15])(=[O:14])=[O:13])=[C:6]([CH3:16])[C:5]([O:4][CH2:3][C:1]#[N:2])=[CH:10][CH:9]=1

Komponenten

6

Edukt 4

HCID 5943Carbon TetrachlorideHCID 6386tert-ButanolHCID 521297Tert-Butyl hypochloriteHCID 18789705N-[3-(Cyanomethoxy)-2-methylphenyl]methanesulfonamide

Produkt 1

HCID 18789704HCID 18789704, VerbindungAusbeute 49 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Reaktionsbedingungen

Temperatur
-4 °C

Versuchsvorschrift

N-(3-cyanomethoxy-2-methylphenyl)-methanesulfonamide (1.87 g, 7.78 mmol) was suspended in a 1:1 mixture of t-butanol and carbon tetrachloride (80 ml) and cooled in an ice bath. t-Butyl hypochlorite (TCl, 0.85 g, 7.78 mmol) was added dropwise. The mixture was maintained at -4° C. overnight then warmed to room temperature. The volatiles were removed at reduced pressure. N-(6-chloro-3-cyanomethoxy-2-methylphenyl)-methanesulfonamide (1.05 g, 49% yield) was obtained by recrystallization from toluene.

Aufarbeitung

  1. temperaturecooled in an ice bath
  2. temperaturethen warmed to room temperature
  3. customThe volatiles were removed at reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-89f190a1d07446288d87e98214dc3557
Quelldatensatz
uspto-grants-2000_05
Patentnummer
US06057349

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