Sodium Carbonate → 3-(4-Methylpiperazin-1-yl)-4-methoxybenzene sulfonyl chloride

HRID 429135

Reaktionsgleichung

[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=2[O:14][CH3:15])[CH2:4][CH2:3]1.[Cl:16][S:17](O)(=[O:19])=[O:18].C(=O)([O-])[O-].[Na+].[Na+].CC1C=CC(COC(NNC(C2C=NC=CN=2)=O)=O)=CC=1>ClCCl>[CH3:1][N:2]1[CH2:3][CH2:4][N:5]([C:8]2[CH:13]=[C:12]([S:17]([Cl:16])(=[O:19])=[O:18])[CH:11]=[CH:10][C:9]=2[O:14][CH3:15])[CH2:6][CH2:7]1

Komponenten

Reaktionsbedingungen

Temperatur: 0 °C

Versuchsvorschrift

2-(4-Methylpiperazin-1-yl)anisole (200 mg, 1 mmol) was added in portions over ten minutes to ice-cooled, stirred chlorosulfonic acid (1.2 ml) under argon. The resulting brown solution was stirred at 0° C. for 0.25 h and then at ambient temperature for a further 1.25 h. The solution was slowly poured onto crushed ice (50 g). Dichloromethane (50 ml) was added to the mixture followed by saturated sodium carbonate solution until pH10 was attained in the aqueous phase. The layers were separated and the aqueous phase further extracted with dicholoromethane. The combined organic phases were dried (Na2SO4) and concentrated to an oil. The oil was stirred with hexane (4 ml) to give the title compound as a cream solid (210 mg, 71%).

Aufarbeitung

temperaturecooled
waitat ambient temperature for a further 1.25 h
additionThe solution was slowly poured
customThe layers were separated
extractionthe aqueous phase further extracted with dicholoromethane
dry with materialThe combined organic phases were dried (Na2SO4)
concentrationconcentrated to an oil
stirringThe oil was stirred with hexane (4 ml)

Quellen und Nachweise

ORD-Eintrag: ord-a7c8edddd4ed45baa46af733d2f932a9
Quelldatensatz: uspto-grants-2001_11
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US06316450B1

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