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Methyl isothiocyanate → 1-Methyl-3-trifluoromethanesulphonylthiourea

HRID 34776
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 34776
[CH3:1][N:2]=[C:3]=[S:4].[F:5][C:6]([F:12])([F:11])[S:7]([NH2:10])(=[O:9])=[O:8].[OH-].[Na+]>CC(C)=O.O>[CH3:1][NH:2][C:3]([NH:10][S:7]([C:6]([F:12])([F:11])[F:5])(=[O:9])=[O:8])=[S:4]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 3

HCID 11167Methyl isothiocyanateHCID 14798Sodium HydroxideHCID 79001Trifluoromethylsulfonamide

Produkt 1

HCID 212988821-Methyl-3-trifluoromethanesulphonylthioureaAusbeute 42,3 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 180AcetoneLösungsmittel
HCID 962
Water
Lösungsmittel

Versuchsvorschrift

A solution of methylisothiocyanate (0.21 g.) in acetone (10 ml.) was added to a solution of trifluoromethanesulphonamide (0.45 g.) and sodium hydroxide (0.12 g.) in water (5 ml.), the mixture stirred at 60° for 18 hours and then evaporated to dryness. The residue was dissolved in water and the solution washed with ethyl acetate and then adjusted to pH 1 with concentrated hydrochloric acid. The mixture was treated with charcoal and filtered and the filtrate extracted with ethyl acetate. The combined ethyl acetate extracts were dried and evaporated to dryness and the residue recrystallized from petroleum ether (b.p. 60°-80°) to give 1-methyl-3-trifluoromethanesulphonylthiourea (0.27 g.), m.p. 88°-90°.

Aufarbeitung

  1. customevaporated to dryness
  2. dissolutionThe residue was dissolved in water
  3. washthe solution washed with ethyl acetate
  4. additionThe mixture was treated with charcoal
  5. filtrationfiltered
  6. extractionthe filtrate extracted with ethyl acetate
  7. dry with materialThe combined ethyl acetate extracts were dried
  8. customevaporated to dryness
  9. customthe residue recrystallized from petroleum ether (b.p. 60°-80°)

Quellen und Nachweise

ORD-Eintrag
ord-fc4168b320ef4c72aa266708c2dd8f0a
Quelldatensatz
uspto-grants-1988_08
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04762932

Notizen zur Reaktion

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