Ethyl thiooxamate → Ethyl 4-(3-chloro-4-fluorophenyl)-1,3-thiazole-2-carboxylate

HRID 2038360Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2038360
Br[CH2:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([F:11])=[C:7]([Cl:12])[CH:6]=1)=O.[NH2:13][C:14](=[S:20])[C:15]([O:17][CH2:18][CH3:19])=[O:16]>C(O)C>[Cl:12][C:7]1[CH:6]=[C:5]([C:3]2[N:13]=[C:14]([C:15]([O:17][CH2:18][CH3:19])=[O:16])[S:20][CH:2]=2)[CH:10]=[CH:9][C:8]=1[F:11]

Komponenten

4

Edukt 2

HCID 2733398Ethyl thiooxamateHCID 27827852-Bromo-3'-chloro-4'-fluoroacetophenone

Produkt 1

HCID 61385370Ethyl 4-(3-chloro-4-fluorophenyl)-1,3-thiazole-2-carboxylate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel2×

Versuchsvorschrift

1.35 g of the compound from Example 1A having a purity of 68% (5.37 mmol) are heated under reflux in 25 ml of ethanol, a solution of 0.72 g (5.37 mmol) of ethyl amino(thioxo)acetate and 10 ml of ethanol is added dropwise and the mixture is heated under reflux for 18 hours. The reaction mixture is concentrated and the residue is purified by flash chromatography (mobile phase: cyclohexane/ethyl acetate 10:1), and 1.94 g of the title compound having a purity of 57% (100% of theory) are obtained.

Aufarbeitung

  1. temperatureare heated
  2. temperaturethe mixture is heated
  3. temperatureunder reflux for 18 hours
  4. concentrationThe reaction mixture is concentrated
  5. customthe residue is purified by flash chromatography (mobile phase: cyclohexane/ethyl acetate 10:1), and 1.94 g of the title compound
  6. customare obtained

Quellen und Nachweise

ORD-Eintrag
ord-7dbe9f8e65c546799279de297ac7ce8d
Quelldatensatz
uspto-grants-2013_11
Patentnummer
US08575357B2

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