Triethylamine → 3-Ethyl-2-[O-(methyl-N-trichloromethanesulfenylcarbamoyl) oximino]-4-thiazolidinone

HRID 1659146Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1659146
[CH2:1]([N:3]1[C:7](=[O:8])[CH2:6][S:5][C:4]1=[N:9][OH:10])[CH3:2].[CH3:11][N:12]([S:16][C:17]([Cl:20])([Cl:19])[Cl:18])[C:13](F)=[O:14].C(N(CC)CC)C>O1CCOCC1.O>[CH2:1]([N:3]1[C:7](=[O:8])[CH2:6][S:5][C:4]1=[N:9][O:10][C:13](=[O:14])[N:12]([CH3:11])[S:16][C:17]([Cl:20])([Cl:19])[Cl:18])[CH3:2]

Komponenten

6

Edukt 3

HCID 8471TriethylamineHCID 12836648Methyl[(trichloromethyl)sulfanyl]carbamyl fluorideHCID 737953003-Ethyl-2-oximino-4-thiazolidinone

Produkt 1

HCID 541752763-Ethyl-2-[O-(methyl-N-trichloromethanesulfenylcarbamoyl) oximino]-4-thiazolidinone

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 312751,4-DioxaneLösungsmittel2×

Versuchsvorschrift

To a solution of 1.74 g, 3-ethyl-2-oximino-4-thiazolidinone in 25 ml of dioxane cooled to 20°C was added to a solution 2.53 g of N-methyl-N-(trichloromethanesulfenyl) carbamyl fluoride in 25 ml dioxane. To this mixture was added dropwise with external cooling 1.37 g of triethylamine. After stirring for 25 minutes the solution was diluted with 150 ml of water. The solid product was filtered off, dissolved in ethylacetate, dried and concentrated. Crystallized from acetone. Weight 2.8 g., m.p. 126°-128°C.

Aufarbeitung

  1. additionTo this mixture was added dropwise
  2. filtrationThe solid product was filtered off
  3. dissolutiondissolved in ethylacetate
  4. customdried
  5. concentrationconcentrated
  6. customCrystallized from acetone

Quellen und Nachweise

ORD-Eintrag
ord-a732e61d556c46729dbd706adf8590ed
Quelldatensatz
uspto-grants-1976_06
Patentnummer
US03966953

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