Phenyl thioxochloroformate → 2-Isothiocyanato-4-methoxy-6-methylpyrimidine

HRID 330446

Reaktionsgleichung

Reaktionsgleichung von HRID 330446
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([CH3:9])[N:6]=[C:5]([NH:10][Si](C)(C)C)[N:4]=1.C1C=CC(O[C:22](Cl)=[S:23])=CC=1>C1(C)C=CC=CC=1>[N:10]([C:5]1[N:4]=[C:3]([O:2][CH3:1])[CH:8]=[C:7]([CH3:9])[N:6]=1)=[C:22]=[S:23]

Komponenten

4

Edukt 2

HCID 70498Phenyl thioxochloroformateHCID 135876394-Methoxy-6-methyl2-trimethylsilylaminopyrimidine

Produkt 1

HCID 142756782-Isothiocyanato-4-methoxy-6-methylpyrimidineAusbeute 63,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

A mixture of 4.2 g of 4-methoxy-6-methyl-2-trimethylsilylaminopyrimidine and 3.5 g of phenyl chlorothionocarbonate in 30 ml of toluene is stirred with heating at ca. 80° C. for 5.5 hours. The reaction solution is cooled to room temperature and filtered to remove the precipitate. The filtrate is concentrated under reduced pressure, and the residue is purified by silica gel chromatography (eluent: ethyl acetate: toluene =1:3) to give the title compound (2.3 g). mp 54°~55° C.

Aufarbeitung

  1. temperatureThe reaction solution is cooled to room temperature
  2. filtrationfiltered
  3. customto remove the precipitate
  4. concentrationThe filtrate is concentrated under reduced pressure
  5. customthe residue is purified by silica gel chromatography (eluent: ethyl acetate: toluene =1:3)

Quellen und Nachweise

ORD-Eintrag
ord-09ed0ef466724d298214983b1f0b370d
Quelldatensatz
uspto-grants-1990_01
Patentnummer
US04897105

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