Sodium Cyanate → N-{4-[4-(4-Pyridyl)piperazin-1-yl]phenyl}urea

HRID 2232401Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2232401
[O-:1][C:2]#[N:3].[Na+].[NH2:5][C:6]1[CH:11]=[CH:10][C:9]([N:12]2[CH2:17][CH2:16][N:15]([C:18]3[CH:23]=[CH:22][N:21]=[CH:20][CH:19]=3)[CH2:14][CH2:13]2)=[CH:8][CH:7]=1>O.C(O)(=O)C>[N:21]1[CH:22]=[CH:23][C:18]([N:15]2[CH2:16][CH2:17][N:12]([C:9]3[CH:8]=[CH:7][C:6]([NH:5][C:2]([NH2:3])=[O:1])=[CH:11][CH:10]=3)[CH2:13][CH2:14]2)=[CH:19][CH:20]=1

Komponenten

5

Edukt 2

HCID 517096Sodium CyanateHCID 108904611-(4-Aminophenyl)-4-(4-pyridyl)piperazine

Produkt 1

HCID 21283527N-{4-[4-(4-Pyridyl)piperazin-1-yl]phenyl}ureaAusbeute 46,2 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 176Acetic AcidLösungsmittelHCID 962WaterLösungsmittel2×

Versuchsvorschrift

A solution of sodium cyanate (0.26 g) in water (30 ml) was added over 10 minutes to a stirred solution of 1-(4-aminophenyl)-4-(4-pyridyl)piperazine (0.50 g) in a mixture of acetic acid (20 ml) and water (30 ml). The solution was stirred for 2 hours, allowed to stand for 18 hours and then evaporated. The residue was triturated with water and filtered. The solid was crystallised from N,N-dimethylformamide to give the title compound (0.27 g), m.p. above 250° C. Found: C,64.17; H,6.42; N,23.32. C16H19N5O requires: C,64.62; H,6.44; N,23.55%.

Aufarbeitung

  1. waitto stand for 18 hours
  2. customevaporated
  3. customThe residue was triturated with water
  4. filtrationfiltered
  5. customThe solid was crystallised from N,N-dimethylformamide

Quellen und Nachweise

ORD-Eintrag
ord-5728c2d1865b4c94afdc1d380cc15149
Quelldatensatz
uspto-grants-1988_11
Patentnummer
US04788196

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