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Pyridine → HCID 19438397, Verbindung

HRID 260137
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 260137
[O-:1][C:2]#[N:3].[Na+].[N:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1.[CH2:11]([O:13][C:14]([C:16]1[CH:17]=[N:18][N:19]([CH3:25])[C:20]=1[S:21](Cl)(=[O:23])=[O:22])=[O:15])[CH3:12]>C(#N)C>[OH-:1].[CH2:11]([O:13][C:14]([C:16]1[CH:17]=[N:18][N:19]([CH3:25])[C:20]=1[S:21]([NH:3][C:2]([N+:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)=[O:1])(=[O:23])=[O:22])=[O:15])[CH3:12]
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 1049PyridineHCID 517096Sodium CyanateHCID 10977963ethyl 5-(chlorosulfonyl)-1-methyl-1H-pyrazole-4-carboxylate

Produkt 1

HCID 19438397HCID 19438397, VerbindungAusbeute 158,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Reaktionsbedingungen

Temperatur
40 °C

Versuchsvorschrift

1.08 g(16.6 mmole) of anhydrous sodium cyanate, 1.25 g(15.8 mmole) of dry pyridine and 20.0 g of dry acetonitrile were mixed together and the resulting mixture was then stirred under nitrogen atmosphere while maintaining the temperature of 40° C. To this mixture was added 3.80 g(15.0 mmole) of 4-ethoxycarbonyl-1-methylpyrazole-5-sulfonylchloride over one hour. The reaction mixture was then stirred for further 2 hours while maintaining the temperature of 40° to 45° C. to complete the reaction. After the reaction was completed, the reaction solution was filtered under nitrogen atmosphere. The solvent and the remaining pyridine were removed from the filtrate at normal temperature by means of a vacuum pump to obtain the crude product which was then washed with 10.00 g of dry ethyl ether and dried to obtain 4.68 g (Yield 92%) of the title compound as the white solid. ##STR13##

Aufarbeitung

  1. stirringThe reaction mixture was then stirred for further 2 hours
  2. temperaturewhile maintaining the temperature of 40° to 45° C.
  3. customthe reaction
  4. filtrationthe reaction solution was filtered under nitrogen atmosphere
  5. customThe solvent and the remaining pyridine were removed from the filtrate at normal temperature by means of a vacuum pump
  6. customto obtain the crude product which
  7. washwas then washed with 10.00 g of dry ethyl ether
  8. customdried

Quellen und Nachweise

ORD-Eintrag
ord-c7e162e96689474bbd8c2c177452ac2e
Quelldatensatz
uspto-grants-1996_06
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05525730

Notizen zur Reaktion

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