Hydrochloric Acid → 6-chloro-3-[(4-hydroxyphenyl)thio]-N-(3-methyl-1,2,4-thiadiazol-5-yl)pyridine-2-carboxamide
Reaktionsgleichung
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([SH:8])=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+].Cl[C:16]1[C:17]([C:23]([NH:25][C:26]2[S:30][N:29]=[C:28]([CH3:31])[N:27]=2)=[O:24])=[N:18][C:19]([Cl:22])=[CH:20][CH:21]=1.Cl>O.C(Cl)(Cl)Cl.CN(C)C=O>[Cl:22][C:19]1[N:18]=[C:17]([C:23]([NH:25][C:26]2[S:30][N:29]=[C:28]([CH3:31])[N:27]=2)=[O:24])[C:16]([S:8][C:5]2[CH:6]=[CH:7][C:2]([OH:1])=[CH:3][CH:4]=2)=[CH:21][CH:20]=1Komponenten
Edukt 4
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 3
Reaktionsbedingungen
- Temperatur
- 50 °C
Versuchsvorschrift
12 g of 4-hydroxythiophenol and 16 g of potassium carbonate were added to a dimethylformamide (150 ml) solution of 15 g of 3,6-dichloro-N-(3-methyl-1,2,4-thiadiazol-5-yl)pyridine-2-carboxamide, and stirred at 50° C. for 1.5 hours. At room temperature, chloroform and water were added to it, and its pH was controlled to 3 with aqueous 2 N hydrochloric acid solution added thereto. This was extracted with chloroform, the organic layer was washed with saturated saline water, and dried with anhydrous magnesium sulfate. The solvent was evaporated away under reduced pressure, 300 ml of t-butyl methyl ether was added to the residue, and the resulting solid was taken out through filtration to obtain 14.1 g of the entitled compound as a yellow solid.
Aufarbeitung
- additionadded
- extractionThis was extracted with chloroform
- washthe organic layer was washed with saturated saline water
- dry with materialdried with anhydrous magnesium sulfate
- customThe solvent was evaporated away under reduced pressure, 300 ml of t-butyl methyl ether
- additionwas added to the residue
- filtrationthe resulting solid was taken out through filtration
Quellen und Nachweise
- ORD-Eintrag
- ord-9a0d1f3899ad495b9fbb8ede46593eef
- Quelldatensatz
- uspto-grants-2012_12
- Patentnummer
- US08338460B2
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