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Sulfuryl chloride → 5-t-Butyl-4-chloro-3-propionylaminopyrazole

HRID 2164504
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 2164504
[C:1]([C:5]1[NH:9][N:8]=[C:7]([NH:10][C:11](=[O:14])[CH2:12][CH3:13])[CH:6]=1)([CH3:4])([CH3:3])[CH3:2].S(Cl)([Cl:18])(=O)=O>C(Cl)(Cl)Cl>[C:1]([C:5]1[NH:9][N:8]=[C:7]([NH:10][C:11](=[O:14])[CH2:12][CH3:13])[C:6]=1[Cl:18])([CH3:4])([CH3:3])[CH3:2]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 2

HCID 24648Sulfuryl chlorideHCID 13235938N-(5-tert-Butyl-1H-pyrazol-3-yl)propanamide

Produkt 1

HCID 132359475-t-Butyl-4-chloro-3-propionylaminopyrazole

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212ChloroformLösungsmittel

Versuchsvorschrift

5.8 g (0.03 mole) of 5-t-butyl-3-propionylaminopyrazole prepared in Example 5 was dispersed in 30 ml of chloroform, and the dispersion was stirred while adding dropwise thereto sulfuryl chloride. The mixture was further heated under reflux conditions for one hour, and the solvent was distilled off. To the residue was added a sodium bicarbonate aqueous solution whereby crystals were precipitated. The crystals were collected by filtration, washed with water and then dried to obtain 3.9 g of 5-t-butyl-4-chloro-3-propionylaminopyrazole. This product was recrystallized from hydrous methanol and found to have a melting point of 136° to 137° C.

Aufarbeitung

  1. additionwhile adding dropwise
  2. temperatureThe mixture was further heated under reflux conditions for one hour
  3. distillationthe solvent was distilled off
  4. additionTo the residue was added a sodium bicarbonate aqueous solution whereby crystals
  5. customwere precipitated
  6. filtrationThe crystals were collected by filtration
  7. washwashed with water
  8. customdried

Quellen und Nachweise

ORD-Eintrag
ord-654a43e769e34dd6a1d9dae1ac83719c
Quelldatensatz
uspto-grants-1985_03
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04505739

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