Pyridine → methyl N-[methyl(phenylsulfinothioyl)carbamoyl]oxyethanimidothioate

HRID 443924

Reaktionsgleichung

Reaktionsgleichung von HRID 443924
[CH3:1][NH:2][C:3]([O:5][N:6]=[C:7]([S:9][CH3:10])[CH3:8])=[O:4].N1C=CC=CC=1.[S:17](Cl)(Cl)=O.[C:21]1([SH:27])[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>O1CCCC1>[CH3:1][N:2]([S:27]([C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)=[S:17])[C:3]([O:5][N:6]=[C:7]([S:9][CH3:10])[CH3:8])=[O:4]

Komponenten

6

Edukt 4

HCID 1049Pyridine2×HCID 4109MethomylHCID 7969ThiophenolHCID 24386Thionyl Chloride

Produkt 1

HCID 131712178methyl N-[methyl(phenylsulfinothioyl)carbamoyl]oxyethanimidothioate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

A mixture of 3.3 g S-methyl N-[N'-methylcarbamoyloxy]thioacetimidate (0.02 mol), 1.9 g pyridine (0.024 mol) and 2.5 g thionyl chloride (0.021 mol), in 20 ml dry tetrahydrofuran was stirred at room temperature for 4 hours. Pyridine (1.9 g, 0.024 mol) was added and followed by 2.2 g benzenethiol (0.02 mol) added dropwise at water bath temperature. Stirring was continued for an additional hour, and the mixture was worked up as described for Example I. The resulting oily residue was purified by preparative thin-layer chromatography, and the NMR spectrum obtained.

Aufarbeitung

  1. additionadded dropwise at water bath temperature
  2. waitwas continued for an additional hour
  3. customThe resulting oily residue was purified by preparative thin-layer chromatography
  4. customthe NMR spectrum obtained

Quellen und Nachweise

ORD-Eintrag
ord-0618ebcacf30466883b713ededabcaae
Quelldatensatz
uspto-grants-1981_04
Patentnummer
US04262015

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