Water → Tert-butyl 4-(3-phenyl-1,2,4-thiadiazol-5-yl)piperazine-1-carboxylate

HRID 2263364Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2263364
Cl[C:2]1[S:6][N:5]=[C:4]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[N:3]=1.[C:13]([O:17][C:18]([N:20]1[CH2:25][CH2:24][NH:23][CH2:22][CH2:21]1)=[O:19])([CH3:16])([CH3:15])[CH3:14].C(N(CC)CC)C.O>CN(C)C=O>[C:7]1([C:4]2[N:3]=[C:2]([N:23]3[CH2:22][CH2:21][N:20]([C:18]([O:17][C:13]([CH3:16])([CH3:15])[CH3:14])=[O:19])[CH2:25][CH2:24]3)[S:6][N:5]=2)[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1

Komponenten

6

Edukt 4

HCID 962WaterHCID 8471TriethylamineHCID 322625-Chloro-3-phenyl-1,2,4-thiadiazoleHCID 143452tert-Butyl piperazine-1-carboxylate

Produkt 1

HCID 66523705Tert-butyl 4-(3-phenyl-1,2,4-thiadiazol-5-yl)piperazine-1-carboxylateAusbeute 52,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

To a solution of 5-chloro-3-phenyl-1,2,4-thiadiazole (196 mg, 1.00 mmol) and 1-(tert-butoxycarbonyl)-piperazine (186 mg, 1.00 mmol) in dimethylformamide (2 ml) was added triethylamine (0.558 ml, 4.00 mmol) at room temperature, and the mixture was stirred at room temperature for 3 hours. The reaction mixture was poured to water and extracted with ethyl acetate. The extract was washed with water, and the solvent was distilled off under reduced pressure. The residue was recrystallized from a mixed solvent of ethyl acetate and hexane to yield 181 mg (52.3%) of the desired product.

Aufarbeitung

  1. extractionextracted with ethyl acetate
  2. washThe extract was washed with water
  3. distillationthe solvent was distilled off under reduced pressure
  4. customThe residue was recrystallized from a mixed solvent of ethyl acetate and hexane

Quellen und Nachweise

ORD-Eintrag
ord-dc36c6b93c214d95b380b93660b63b6d
Quelldatensatz
uspto-grants-2010_12
Patentnummer
US07851473B2

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