Diethyl Ether → Methyl 5-phenyl-2-{[3-(trifluoromethyl)phenyl]amino}4-thiazolecarboxylate

HRID 359260Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 359260
[C:1]1([C:7]2[S:11][C:10](Cl)=[N:9][C:8]=2[C:13]([O:15][CH3:16])=[O:14])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[NH2:17][C:18]1[CH:19]=[C:20]([C:24]([F:27])([F:26])[F:25])[CH:21]=[CH:22][CH:23]=1.C(OCC)C>O>[C:1]1([C:7]2[S:11][C:10]([NH:17][C:18]3[CH:23]=[CH:22][CH:21]=[C:20]([C:24]([F:25])([F:26])[F:27])[CH:19]=3)=[N:9][C:8]=2[C:13]([O:15][CH3:16])=[O:14])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Komponenten

5

Edukt 3

HCID 3283Diethyl EtherHCID 73753-(Trifluoromethyl)anilineHCID 12821997Methyl 2-chloro-5-phenyl-4-thiazolecarboxylate

Produkt 1

HCID 20064764Methyl 5-phenyl-2-{[3-(trifluoromethyl)phenyl]amino}4-thiazolecarboxylate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

A reaction vessel was charged with 2.8 g of methyl 5-phenyl-2-chloro-4-thiazolecarboxylate and 9.7 g of meta-aminobenzotrifluoride. The reaction mixture was stirred overnight and then heated and stirred at 150° C. for about 6 hours during which time a crystalline solid appeared. The mixture was treated with ethyl ether and water. The ether extract was dried with magnesium sulfate and concentrated. The residue was crystallized from anhydrous ethyl ether to provide a white amorphous powder (m.p. 147°-149° C.) identified in Table I.

Aufarbeitung

  1. temperatureheated
  2. stirringstirred at 150° C. for about 6 hours during which time a crystalline solid
  3. extractionThe ether extract
  4. dry with materialwas dried with magnesium sulfate
  5. concentrationconcentrated
  6. customThe residue was crystallized from anhydrous ethyl ether

Quellen und Nachweise

ORD-Eintrag
ord-8955d1581eff4c428c6e2f5fe2a66864
Quelldatensatz
uspto-grants-1991_03
Patentnummer
US05000775

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