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Acetoxyacetyl chloride → Methyl N-[2-(acetyloxy)acetyl]-1-methyl-2-(phenylmethylene)hydrazinecarboximidothioate

HRID 485382
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 485382
I.[CH3:2][N:3]([C:12]([S:14][CH3:15])=[NH:13])[N:4]=[CH:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.[C:16]([O:19][CH2:20][C:21](Cl)=[O:22])(=[O:18])[CH3:17]>C(=O)([O-])[O-].[K+].[K+].CC(C)=O>[C:16]([O:19][CH2:20][C:21]([N:13]=[C:12]([N:3]([CH3:2])[N:4]=[CH:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)[S:14][CH3:15])=[O:22])(=[O:18])[CH3:17]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 2

HCID 26297Acetoxyacetyl chlorideHCID 70433894Methyl-1-methyl-2-(phenylmethylene)hydrazinecarboximidothioate-hydroiodide

Produkt 1

HCID 53735339Methyl N-[2-(acetyloxy)acetyl]-1-methyl-2-(phenylmethylene)hydrazinecarboximidothioateAusbeute 82,2 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 180AcetoneLösungsmittel
HCID 11430
Potassium Carbonate
Lösungsmittel
2×

Versuchsvorschrift

Methyl 1-methyl-2-(phenylmethylene)hydrazinecarboximidothioate, hydroiodide (1.34 g) was dissolved in saturated potassium carbonate solution and extracted with ether. The combined organic extracts were dried and evaporated to give an off-white solid which was dissolved in acetone (25 ml) and treated with potassium carbonate (1.1 g) followed by (acetyloxy)acetyl chloride (0.85 g). The suspension was stirred at room temperature for 2 h and evaporated in vacuo. The residue was suspended in water (50 ml) and filtered to give the title compound (1.01 g) which was recrystallised from ethanol, m.p. 115°-117°.

Aufarbeitung

  1. extractionextracted with ether
  2. customThe combined organic extracts were dried
  3. customevaporated
  4. customto give an off-white solid which
  5. customevaporated in vacuo
  6. filtrationfiltered

Quellen und Nachweise

ORD-Eintrag
ord-172b7125eb8e402e8dadd17d99ba3f16
Quelldatensatz
uspto-grants-1985_08
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04536508

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