Iodine → 3-(3-Iodo-l,l-dimethyl-2-propynyloxymethyloxy)-4-cyano-5-methylthioisothiazole
Reaktionsgleichung
[OH:1][C:2]1[C:6]([C:7]#[N:8])=[C:5]([S:9][CH3:10])[S:4][N:3]=1.[CH3:11][C:12](Cl)([O:14][CH2:15][C:16]#[CH:17])[CH3:13].[I:19]I.[I-].[K+].[OH-].[K+]>CN(C=O)C>[I:19][C:17]#[C:16][CH2:15][O:14][C:12]([CH3:13])([CH3:11])[O:1][C:2]1[C:6]([C:7]#[N:8])=[C:5]([S:9][CH3:10])[S:4][N:3]=1Komponenten
Edukt 5
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Reaktionsbedingungen
- Temperatur
- 50 °C
Versuchsvorschrift
1.7 Grams of 3-hydroxy-4-cyano-5-methylthioisothiazole was dissolved in 30 ml of DMF, 1.4 g of 1,1-dimethyl-2-propynyloxymethyl chloride was added thereto, and then the reaction solution was stirred at 50° C. for 1 hour. Thereafter, the reaction solution was ice-cooled to 5° to 10° C., 5.1 g of iodine and 3.5 g of potassium iodide were added thereto, and then 6.6 g of 10% KOH was added dropwise. The temperature of the reaction solution was returned to room temperature, and after stirring for 1 hour, the reaction solution was extracted with ethyl acetate. The extract was washed with water, dried and concentrated under reduced pressure to obtain crude crystals. The crystals were recrystallized from ether to obtain 2.4 g of crystals having a melting point of 96° to 97° C. (yield 60%).
Aufarbeitung
- temperaturecooled to 5° to 10° C.
- customwas returned to room temperature
- stirringafter stirring for 1 hour
- extractionthe reaction solution was extracted with ethyl acetate
- washThe extract was washed with water
- customdried
- concentrationconcentrated under reduced pressure
- customto obtain crude crystals
- customThe crystals were recrystallized from ether
Quellen und Nachweise
- ORD-Eintrag
- ord-e40c96a4a7854cac9d0dc14f489e3ecf
- Quelldatensatz
- uspto-grants-1996_11
- Patentnummer
- US05578622
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