Ammonia → 5-(4-Chlorophenyl)4-(2,4-dichlorophenyl)thiazole-2-carboxamide

HRID 1392372Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1392372
[NH3:1].[Cl:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[S:13][C:12]([C:14](OCC)=[O:15])=[N:11][C:10]=2[C:19]2[CH:24]=[CH:23][C:22]([Cl:25])=[CH:21][C:20]=2[Cl:26])=[CH:5][CH:4]=1.[Na]>CO>[Cl:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[S:13][C:12]([C:14]([NH2:1])=[O:15])=[N:11][C:10]=2[C:19]2[CH:24]=[CH:23][C:22]([Cl:25])=[CH:21][C:20]=2[Cl:26])=[CH:5][CH:4]=1

Komponenten

5

Edukt 3

HCID 222AmmoniaHCID 5360545SodiumHCID 10001752HCID 10001752, Verbindung

Produkt 1

HCID 692892035-(4-Chlorophenyl)4-(2,4-dichlorophenyl)thiazole-2-carboxamideAusbeute 76 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

Part A: Gaseous NH3 is led through a stirred solution of ethyl 5-(4-chlorophenyl)-4-(2,4-dichlorophenyl)thiazole-2-carboxylate (1.65 gram, 4.0 mmol) in methanol (25 mL) at room temperature. A small piece of sodium metal is added. After stirring the resulting mixture for three hours the precipitate is collected by filtration, washed with a small portion of methanol and dried to give 5-(4-chlorophenyl)-4-(2,4-dichlorophenyl)thiazole-2-carboxamide (1.16 gram, 76% yield), melting point 195-198° C. 1H-NMR (200 MHz, CDCl3): δ 7.48 (br s, 1H), 7.22-7.35 (m, 4H), 7.05-7.20 (m, 3H) 5.55-5.65 (M, 1H).

Aufarbeitung

  1. filtrationis collected by filtration
  2. washwashed with a small portion of methanol
  3. customdried

Quellen und Nachweise

ORD-Eintrag
ord-687cfac2b7ba46af97562190d0f8d4cd
Quelldatensatz
uspto-grants-2008_03
Patentnummer
US07342032B2

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