Dimethyl Sulfate → 9-Chloro-1-methyl-1,10-phenanthrolinium hydrogen sulfate

HRID 241394

Reaktionsgleichung

Reaktionsgleichung von HRID 241394
[Cl:1][C:2]1[CH:15]=[CH:14][C:13]2[C:4](=[C:5]3[C:10](=[CH:11][CH:12]=2)[CH:9]=[CH:8][CH:7]=[N:6]3)[N:3]=1.[S:16]([O:21]C)([O:19][CH3:20])(=[O:18])=[O:17]>C(OCC)C>[S:16]([O-:21])([OH:19])(=[O:18])=[O:17].[Cl:1][C:2]1[CH:15]=[CH:14][C:13]2[C:4]([N:3]=1)=[C:5]1[C:10]([CH:9]=[CH:8][CH:7]=[N+:6]1[CH3:20])=[CH:11][CH:12]=2

Komponenten

4

Edukt 2

HCID 6497Dimethyl SulfateHCID 3551932-Chloro-1,10-phenanthroline

Produkt 1

HCID 866711149-Chloro-1-methyl-1,10-phenanthrolinium hydrogen sulfateAusbeute 78 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel

Reaktionsbedingungen

Temperatur
120 °C

Versuchsvorschrift

Under a stream of argon, to compound (3) (5.2 g; 24.2 mmol), dimethyl sulfate (22.1 g; 175 mmol) was added at room temperature over 10 minutes. The reaction temperature was raised to 120° C. and the resulting reaction mixture was stirred for 1 hour and then cooled to room temperature. Diethyl ether was added thereto and light brown crude crystals which precipitated out were separated by filtration. The obtained crude crystals were washed with a solution of diethyl ether/ethanol=1/1 to 1/2 and dried under reduced pressure to give 6.17 g of the title compound (4).

Aufarbeitung

  1. customthe resulting reaction mixture
  2. temperaturecooled to room temperature
  3. customlight brown crude crystals which precipitated out
  4. customwere separated by filtration
  5. customThe obtained crude crystals
  6. washwere washed with a solution of diethyl ether/ethanol=1/1 to 1/2
  7. customdried under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-2773828520054e6eba5b514301b77560
Quelldatensatz
uspto-grants-2014_02
Patentnummer
US08648194B2

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