Ethyl bromoacetate → ethyl 3,5-dichloro-1H-pyrazole-1-acetate

HRID 2043739Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2043739
[Cl:1][C:2]1[CH:6]=[C:5]([Cl:7])[NH:4][N:3]=1.C(=O)([O-])[O-].[K+].[K+].Br[CH2:15][C:16]([O:18][CH2:19][CH3:20])=[O:17]>CN(C)C=O.C(OCC)(=O)C>[Cl:1][C:2]1[CH:6]=[C:5]([Cl:7])[N:4]([CH2:15][C:16]([O:18][CH2:19][CH3:20])=[O:17])[N:3]=1

Komponenten

6

Edukt 3

HCID 7748Ethyl bromoacetateHCID 11430Potassium CarbonateHCID 203280693,5-dichloro-1H-pyrazole2×

Produkt 1

HCID 67463975ethyl 3,5-dichloro-1H-pyrazole-1-acetateAusbeute 94,1 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6228DimethylformamideLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

A suspension of 3,5-dichloro-1H-pyrazole (690 mg, 5.0 mmol) (i.e. the product of Example 12, Step D), potassium carbonate (3 g, 21 mmol) in N,N-dimethylformamide (10 mL) was treated with ethyl bromoacetate (1.0 mL, 9.0 mmol) and stirred at ambient temperature for 12 h. The suspension was diluted with ethyl acetate, washed with water, and dried over MgSO4. The reaction mixture was then concentrated under reduced pressure giving 1.05 g of the title compound. This compound was of sufficient purity to use in subsequent reactions.

Aufarbeitung

  1. washwashed with water
  2. dry with materialdried over MgSO4
  3. concentrationThe reaction mixture was then concentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-dd47032d9e9d4578891876cca7350dcc
Quelldatensatz
uspto-grants-2013_11
Patentnummer
US08586611B2

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