Ethanethiol → HCID 67596278, Verbindung

HRID 266491

Reaktionsgleichung

Reaktionsgleichung von HRID 266491
[C:1]1([N:7]2[C:11]([S:12][CH2:13][N:14]3[C:24](=[O:25])[C:23]4[C:18](=[CH:19][C:20]([O:31][CH3:32])=[C:21]([O:29]C)[C:22]=4[CH:26]([CH3:28])[CH3:27])[S:15]3(=[O:17])=[O:16])=[N:10][N:9]=[N:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Cl-].[Al+3].[Cl-].[Cl-].C(S)C.C(OCC)(=O)C.CCCCCC>C(Cl)(Cl)Cl>[C:1]1([N:7]2[C:11]([S:12][CH2:13][N:14]3[C:24](=[O:25])[C:23]4[C:18](=[CH:19][C:20]([O:31][CH3:32])=[C:21]([OH:29])[C:22]=4[CH:26]([CH3:27])[CH3:28])[S:15]3(=[O:16])=[O:17])=[N:10][N:9]=[N:8]2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Komponenten

6

Edukt 4

HCID 6343EthanethiolHCID 6451240Aluminum(III) ChlorideHCID 21226206Ethyl acetate hexaneHCID 443413782-(1-Phenyltetrazol-5-yl)thiomethyl-4-isopropyl-5,6-dimethoxy-saccharin

Produkt 1

HCID 67596278HCID 67596278, VerbindungAusbeute 77 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212ChloroformLösungsmittel

Versuchsvorschrift

2-(1-phenyltetrazol-5-yl)thiomethyl-4-isopropyl-5,6-dimethoxy-saccharin (0.48 g) was added with stirring at 0° C. to a solution of aluminum chloride (0.4 g) and ethanethiol (0.15 mL) in chloroform (3 mL). The temperature was allowed to rise to and remain at room temperature for 18 hours. The reaction mixture was passed through silica gel with ethyl acetate-hexane (2:3) as eluant affording as a colorless oil 2-(1-phenyltetrazol-5-yl)thiomethyl-4-isopropyl-5-hydroxy-6-methoxy-saccharin, 0.3 g, 77% yield, whose structure was proven by proton and carbon-13 magnetic resonance, mass spectrometric and nuclear Overhauser enhancement analyses. The latter analysis showed 19% enhancement of the methoxy protons signal and 10% enhancement of the C-7 proton signal.

Quellen und Nachweise

ORD-Eintrag
ord-ae3e2977941043129530b19f70808fec
Quelldatensatz
uspto-grants-1997_07
Patentnummer
US05650422

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