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Methanesulfonyl chloride → Phenyl 4-[(methylsulphonyl)amino]benzenemethanesulphonate

HRID 1722419
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1722419
[CH3:1][S:2](Cl)(=[O:4])=[O:3].Cl.[NH2:7][C:8]1[CH:13]=[CH:12][C:11]([CH2:14][S:15]([O:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)(=[O:17])=[O:16])=[CH:10][CH:9]=1>N1C=CC=CC=1.CC(=O)OCC>[CH3:1][S:2]([NH:7][C:8]1[CH:13]=[CH:12][C:11]([CH2:14][S:15]([O:18][C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=2)(=[O:17])=[O:16])=[CH:10][CH:9]=1)(=[O:4])=[O:3]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 2

HCID 31297Methanesulfonyl chlorideHCID 19870659Phenyl 4-aminobenzenemethanesulphonate hydrochloride

Produkt 1

HCID 14180951Phenyl 4-[(methylsulphonyl)amino]benzenemethanesulphonate

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 1049PyridineLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

Methanesulphonyl chloride (1.12 ml) was added to a cooled stirred solution of phenyl 4-aminobenzenemethanesulphonate, hydrochloride (3.0 g) in pyridine (9 ml). The resulting mixture was allowed to warm up to 20° and then stirred for 20 h. The reaction mixture was diluted with EA (150 ml) and washed with 8% NaHCO3 (400 ml), H2O (250 ml) and brine (250 ml). The organic extract was dried (MgSO4) and evaporated to leave a brown gum which was crystallised from toluene (100 ml) to give the crude title compound (as an off-white solid which was recrystallised from toluene (100 ml) to give the title compound (1.25 g) as a white solid m.p. 128°-129°.

Aufarbeitung

  1. temperatureto warm up to 20°
  2. washwashed with 8% NaHCO3 (400 ml), H2O (250 ml) and brine (250 ml)
  3. extractionThe organic extract
  4. dry with materialwas dried (MgSO4)
  5. customevaporated
  6. customto leave a brown gum which
  7. customwas crystallised from toluene (100 ml)
  8. customto give the crude title compound (as an off-white solid which
  9. customwas recrystallised from toluene (100 ml)

Quellen und Nachweise

ORD-Eintrag
ord-ba971aa6446e44668ffa2c22bc9a4fc8
Quelldatensatz
uspto-grants-1989_08
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04855314

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