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Carbon Disulfide → HCID 11020189, Verbindung

HRID 1954476
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1954476
[CH2:1]([C:3]1[CH:9]=[CH:8][C:6]([NH2:7])=[CH:5][CH:4]=1)[CH3:2].[C:10](=[S:12])=[S:11].[CH2:13](N(CC)CC)C.CCCCCC>C(OCC)C>[CH2:1]([C:3]1[CH:9]=[CH:8][C:6]([NH:7][C:10](=[S:12])[S:11][CH3:13])=[CH:5][CH:4]=1)[CH3:2]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 4

HCID 6348Carbon DisulfideHCID 8058HexaneHCID 8471TriethylamineHCID 115044-Ethylaniline

Produkt 1

HCID 11020189HCID 11020189, VerbindungAusbeute 69,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

To a solution of 4-ethylaniline (7.8 g) in diethyl ether (40 ml) were added carbon disulfide (6 g) and triethylamine (13 g). After stirring at room temperature for 2 hours, the precipitated crystals were collected by filtration and dried. The crystals (16 g) were dissolved in methanol (100 ml) and methyl iodide (7.6 g) was added dropwise thereto. The mixture was stirred at room temperature for 2 hours, acidified (pH =about 2) with in HCl and extracted with ethyl acetate. The organic phase was washed with water, dried over anhydrous magnesium sulfate and concentrated under reduced pressure to give a solid. The solid was treated with hexane, triturated, filtered and dried to give the desired methyl 4-ethylphenyldithiocarbamate (9.5 g, yield: 67%), m.p. 78° C.

Aufarbeitung

  1. filtrationthe precipitated crystals were collected by filtration
  2. customdried
  3. dissolutionThe crystals (16 g) were dissolved in methanol (100 ml)
  4. additionmethyl iodide (7.6 g) was added dropwise
  5. stirringThe mixture was stirred at room temperature for 2 hours
  6. extractionextracted with ethyl acetate
  7. washThe organic phase was washed with water
  8. dry with materialdried over anhydrous magnesium sulfate
  9. concentrationconcentrated under reduced pressure
  10. customto give a solid
  11. customtriturated
  12. filtrationfiltered
  13. customdried

Quellen und Nachweise

ORD-Eintrag
ord-125b19df9f1d43aaa9bebd49ce51a070
Quelldatensatz
uspto-grants-2000_09
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US06121476

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