Potassium Carbonate → 2-(3,4,4-Trifluoro-1-oxo-3-butenyl)amino-4,6-dimethoxy-pyrimidine

HRID 946

Reaktionsgleichung

Reaktionsgleichung von HRID 946
[NH2:1][C:2]1[N:7]=[C:6]([O:8][CH3:9])[CH:5]=[C:4]([O:10][CH3:11])[N:3]=1.C(=O)([O-])[O-].[K+].[K+].[F:18][C:19](=[C:24]([F:26])[F:25])[CH2:20][C:21](Cl)=[O:22]>ClCCl.O>[F:18][C:19](=[C:24]([F:26])[F:25])[CH2:20][C:21]([NH:1][C:2]1[N:3]=[C:4]([O:10][CH3:11])[CH:5]=[C:6]([O:8][CH3:9])[N:7]=1)=[O:22]

Komponenten

6

Edukt 3

HCID 11430Potassium CarbonateHCID 1189462-Amino-4,6-dimethoxypyrimidineHCID 109207893,4,4-Trifluoro-3-butenoyl chloride

Produkt 1

HCID 153350272-(3,4,4-Trifluoro-1-oxo-3-butenyl)amino-4,6-dimethoxy-pyrimidineAusbeute 10,7 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To an ice-cooled stirred suspension of 2-amino-4,6-dimethoxypyrimidine (1.55 g, 10 mmol) in dichloromethane (50 mL) and potassium carbonate (2.76 g, 20 mmol) in water (20 mL) was added 3,4,4-trifluoro-3-butenoyl chloride (3.17 g, 20 mmol). The reaction mixture was stirred in cold for 10 min and at r.t. for 15 min. The organic layer was washed with 3N HCl (2×25 mL), saturated sodium bicarbonate (25 mL) and brine, and dried. Evaporation of the solvent gave 0.296 g (10%) of the title compound as a white solid. m.p. 127°-130° C.

Aufarbeitung

  1. stirringThe reaction mixture was stirred in cold for 10 min
  2. washThe organic layer was washed with 3N HCl (2×25 mL), saturated sodium bicarbonate (25 mL) and brine
  3. customdried
  4. customEvaporation of the solvent

Quellen und Nachweise

ORD-Eintrag
ord-7acdd14915da464f89faabd34f59b6eb
Quelldatensatz
uspto-grants-1998_03
Patentnummer
US05723470

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