Ethylenediamine → [2-(4,5-dihydro-1H-imidazol-2-yl)-5-(morpholin-4-yl)phenyl]amine

HRID 1091533

Reaktionsgleichung

Reaktionsgleichung von HRID 1091533
[NH2:1][C:2]1[CH:9]=[C:8]([N:10]2[CH2:15][CH2:14][O:13][CH2:12][CH2:11]2)[CH:7]=[CH:6][C:3]=1[C:4]#[N:5].P12(SP3(SP(SP(S3)(S1)=S)(=S)S2)=S)=S.[CH2:30](N)[CH2:31][NH2:32]>>[NH:5]1[CH2:30][CH2:31][N:32]=[C:4]1[C:3]1[CH:6]=[CH:7][C:8]([N:10]2[CH2:11][CH2:12][O:13][CH2:14][CH2:15]2)=[CH:9][C:2]=1[NH2:1]

Komponenten

4

Edukt 3

HCID 3301EthylenediamineHCID 14817Phosphorus sulfide (P2S5)HCID 134992832-Amino-4-(4-morpholinyl)benzonitrile

Produkt 1

HCID 57599885[2-(4,5-dihydro-1H-imidazol-2-yl)-5-(morpholin-4-yl)phenyl]amineAusbeute 83,5 %

Reaktionsbedingungen

Temperatur
140 °C

Versuchsvorschrift

To a solution of 2-amino-4-(morpholin-4-yl)benzonitrile 3.65 g (18.0 mmol) in ethylenediamine 20mL was added phosphorus pentasulfide 4.00 mg (0.018 mmol) and stirred at 140° C. for 16 hours. After cooling to room temperature, the solvent was evaporated. The residue was washed with water and diethyl ether to give the title compound 3.70 g as off-white solid. Yield 83.5%.

Aufarbeitung

  1. temperatureAfter cooling to room temperature
  2. customthe solvent was evaporated
  3. washThe residue was washed with water and diethyl ether

Quellen und Nachweise

ORD-Eintrag
ord-e6ffe23366c84afa9b6602826bbe8b94
Quelldatensatz
uspto-grants-2012_03
Patentnummer
US08129386B2

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