Cyclohexene → 1-Chloromethyl-5-chloropyrimidin-2-one

HRID 1982552

Reaktionsgleichung

Reaktionsgleichung von HRID 1982552
S(Cl)([Cl:4])(=O)=O.ClC1C=CC(S[CH2:14][N:15]2[CH:20]=[C:19]([Cl:21])[CH:18]=[N:17][C:16]2=[O:22])=CC=1.C1CCCCC=1>ClCCl>[Cl:4][CH2:14][N:15]1[CH:20]=[C:19]([Cl:21])[CH:18]=[N:17][C:16]1=[O:22]

Komponenten

5

Edukt 3

HCID 8079CyclohexeneHCID 24648Sulfuryl chlorideHCID 42952761-(4-Chlorophenylsulfenyl)methyl-5-chloropyrimidin-2-one

Produkt 1

HCID 201613341-Chloromethyl-5-chloropyrimidin-2-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel3×

Versuchsvorschrift

Sulphuryl chloride (3.0 mmol) in dry dichloromethane (10.0 ml) was added to 1-(4-chlorophenylsulphenyl) methyl-5-chloropyrimidin-2-one (see Example 2) (3.0 mmol) in dry dichlormethane 30.0 ml) at -30° C. for 3 mins. The mixture was stirred at -25° C. for 50 mins before cyclohexene (3.5 mmol) in dry dichloromethane (10 ml) was added. After stirring for 15 mins the mixture was filtered, evaporated and the residue washed three times with Pet. ether. Insoluble 1-chloromethyl-5-chloropyrimidin-2-one (0.45g), 84% was used in Example 31 without further purification.

Aufarbeitung

  1. additionwas added
  2. filtrationwas filtered
  3. customevaporated
  4. washthe residue washed three times with Pet. ether
  5. customInsoluble 1-chloromethyl-5-chloropyrimidin-2-one (0.45g), 84% was used in Example 31 without further purification

Quellen und Nachweise

ORD-Eintrag
ord-bb22960df29948dab85e7f975306220b
Quelldatensatz
uspto-grants-1986_06
Patentnummer
US04596870

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