Carbon Tetrachloride → HCID 18789704, Verbindung

HRID 618220Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 618220
[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-cc7336778e244057b089560234c091c5
Quelldatensatz
uspto-grants-1999_09
Patentnummer
US05952362

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