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Methanol → HCID 54364994, Verbindung

HRID 1646466
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1646466
[NH2:1][C:2]1[C:3]([F:16])=[CH:4][C:5]([Cl:15])=[C:6]([S:8][C:9]2([C:12]([OH:14])=[O:13])[CH2:11][CH2:10]2)[CH:7]=1.[CH3:17]O>S(=O)(=O)(O)O>[CH3:17][O:13][C:12]([C:9]1([S:8][C:6]2[CH:7]=[C:2]([NH2:1])[C:3]([F:16])=[CH:4][C:5]=2[Cl:15])[CH2:11][CH2:10]1)=[O:14]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 2

HCID 887MethanolHCID 198006261-(5-Amino-2-chloro-4-fluorophenylthio)-cyclopropanecarboxylic acid

Produkt 1

HCID 54364994HCID 54364994, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1118Sulfuric AcidKatalysator

Versuchsvorschrift

A solution of 3.6 g of 1-(5-amino-2-chloro-4-fluorophenylthio)-cyclopropanecarboxylic acid and a few drops of sulfuric acid in 50 ml of methanol is heated under reflux until the starting material can no longer be detected. The methanol is then evaporated off, water and ethyl acetate are added to the residue and the organic phase is washed in succession with sodium hydrogen carbonate solution, water and saturated sodium chloride solution. Concentration and purification of the crude product by means of silica gel chromatography yield 5.7 g of 1-(5-amino-2-chloro-4-fluorophenylthio)-cyclopropanecarboxylic acid methyl ester having a melting point of from +119° to +121° C.

Aufarbeitung

  1. temperatureunder reflux until the starting material
  2. customThe methanol is then evaporated off
  3. additionwater and ethyl acetate are added to the residue
  4. washthe organic phase is washed in succession with sodium hydrogen carbonate solution, water and saturated sodium chloride solution
  5. concentrationConcentration and purification of the crude product by means of silica gel chromatography yield 5.7 g of 1-(5-amino-2-chloro-4-fluorophenylthio)-cyclopropanecarboxylic acid methyl ester having a melting point of from +119° to +121° C.

Quellen und Nachweise

ORD-Eintrag
ord-e62f18c31d874f4b8141c63cea525f38
Quelldatensatz
uspto-grants-1993_01
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05180418

Notizen zur Reaktion

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