Hydrochloric Acid → HCID 22717664, Verbindung

HRID 1582541Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1582541
[NH2:1][C:2]1[S:3][C:4]([Cl:11])=[C:5]([C:7]([F:10])([F:9])[F:8])[N:6]=1.[Cl:12][C:13]1[CH:21]=[CH:20][C:16]([C:17](Cl)=[O:18])=[CH:15][C:14]=1[N+:22]([O-:24])=[O:23].Cl>N1C=CC=CC=1>[Cl:11][C:4]1[S:3][C:2]([NH:1][C:17](=[O:18])[C:16]2[CH:20]=[CH:21][C:13]([Cl:12])=[C:14]([N+:22]([O-:24])=[O:23])[CH:15]=2)=[N:6][C:5]=1[C:7]([F:10])([F:8])[F:9]

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 1234774-Chloro-3-nitrobenzoyl chlorideHCID 1781935-Chloro-4-(trifluoromethyl)-1,3-thiazol-2-amine

Produkt 1

HCID 22717664HCID 22717664, VerbindungAusbeute 43,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Versuchsvorschrift

2-Amino-5-chloro-4-trifluoromethylthiazole (1.0 g) was dissolved in pyridine (5 ml) and 4-chloro-3-nitrobenzoylchloride (1.1 g) was added at room temperature with stirring. The mixture was stirred for 1 day at room temperature. The mixture was poured into ice water and acidified with aqueous hydrochloric acid then extracted with chloroform. The chloroform layer was dried over magnesium sulfate and the solvent was removed under reduced pressure. The solid thus obtained was recrystallized from methanol to give N-(5-chloro-4-trifluoromethylthiazol-2-yl)-4-chloro-3-nitro-benzamide (0.83 g), m. p. 183-184° C.

Aufarbeitung

  1. stirringThe mixture was stirred for 1 day at room temperature
  2. extractionthen extracted with chloroform
  3. dry with materialThe chloroform layer was dried over magnesium sulfate
  4. customthe solvent was removed under reduced pressure
  5. customThe solid thus obtained
  6. customwas recrystallized from methanol

Quellen und Nachweise

ORD-Eintrag
ord-27146999a9c6476d9c2e1b2691c75e24
Quelldatensatz
uspto-grants-2004_05
Patentnummer
US06737382B1

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