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Methanethiol → HCID 14722454, Verbindung

HRID 1031669
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1031669
Br[CH:2]1[C:7](=[O:8])[C:6]2[CH:9]=[C:10]([O:18][C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)[C:11]([NH:13][S:14]([CH3:17])(=[O:16])=[O:15])=[CH:12][C:5]=2[O:4][CH2:3]1.[CH3:25][SH:26].C(N(CC)CC)C.O>C(Cl)Cl>[CH3:17][S:14]([NH:13][C:11]1[C:10]([O:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)=[CH:9][C:6]2[C:7](=[O:8])[CH:2]([S:26][CH3:25])[CH2:3][O:4][C:5]=2[CH:12]=1)(=[O:16])=[O:15]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 4

HCID 878MethanethiolHCID 962WaterHCID 8471TriethylamineHCID 10621601HCID 10621601, Verbindung

Produkt 1

HCID 14722454HCID 14722454, VerbindungAusbeute 47,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344Dichloromethane
Lösungsmittel

Versuchsvorschrift

In 50 ml of methylene chloride were dissolved 2.06 g of 3-bromo-2,3-dihydro-7-methylsulfonylamino-6-phenoxy-4H-1-benzopyran-4-one and 480 mg- of methylmercaptan. Thereto was added 2.02 g of triethylamine at 0°-5° C. The mixture was stirred for 1 hour at room temperature. The reaction mixture was introduced into 30 ml of water. The organic layer was separated, washed with water, and dried with anhydrous magnesium sulfate. The solvent was removed by distillation under reduced pressure. The residue was purified by a column chromatography (eluant: a 50 : 1 mixture of toluene and ethyl acetate) to obtain 900 mg (yield: 47.4%) of 2,3-dihydro-7-methylsulfonylamino-3-methylthio-6-phenoxy-4H-1-benzopyran-4-one.

Aufarbeitung

  1. customThe organic layer was separated
  2. washwashed with water
  3. dry with materialdried with anhydrous magnesium sulfate
  4. customThe solvent was removed by distillation under reduced pressure
  5. customThe residue was purified by a column chromatography (eluant
  6. additiona 50 : 1 mixture of toluene and ethyl acetate)

Quellen und Nachweise

ORD-Eintrag
ord-9d784d8d52ff429ba9cede2d3ed95035
Quelldatensatz
uspto-grants-1990_09
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04954518

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