Triethylamine → 4-(3-phenyl-1,2,4-thiadiazol-5-yl)-N-(2-(trifluoromethyl)phenyl)piperazine-1-carboxamide

HRID 2262924

Reaktionsgleichung

Reaktionsgleichung von HRID 2262924
[C:1]1([C:7]2[N:11]=[C:10]([N:12]3[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]3)[S:9][N:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(N(CC)CC)C.[F:25][C:26]([F:37])([F:36])[C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=1[N:33]=[C:34]=[O:35]>O1CCCC1>[C:1]1([C:7]2[N:11]=[C:10]([N:12]3[CH2:17][CH2:16][N:15]([C:34]([NH:33][C:28]4[CH:29]=[CH:30][CH:31]=[CH:32][C:27]=4[C:26]([F:25])([F:36])[F:37])=[O:35])[CH2:14][CH2:13]3)[S:9][N:8]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 167942-(Trifluoromethyl)phenyl isocyanateHCID 27777601-(3-Phenyl-(1,2,4)thiadiazol-5-yl)-piperazine

Produkt 1

HCID 159791194-(3-phenyl-1,2,4-thiadiazol-5-yl)-N-(2-(trifluoromethyl)phenyl)piperazine-1-carboxamideAusbeute 42,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a solution of 1-(3-phenyl-1,2,4-thiadiazol-5-yl)piperazine (200 mg, 0.812 mmol) and triethylamine (0.113 ml, 0.812 mmol) in tetrahydrofuran (2 ml) was added 2-trifluoromethylphenyl isocyanate (0.169 ml, 1.22 mmol) at room temperature, and the mixture was stirred at room temperature for 1 hour. The solvent was distilled off under reduced pressure, and the residue was recrystallized from a mixed solvent of hexane and tetrahydrofuran to give 148 mg (42.1%) of the desired product as a solid.

Aufarbeitung

  1. distillationThe solvent was distilled off under reduced pressure
  2. customthe residue was recrystallized from a mixed solvent of hexane and tetrahydrofuran

Quellen und Nachweise

ORD-Eintrag
ord-c3a988d087754d9a9e9aa59195b684cd
Quelldatensatz
uspto-grants-2010_12
Patentnummer
US07851473B2

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