Reacción #674285

ord-a24c5e1123f1461692081a9448e9dce6

Ecuación de reacción

CCN(c1ccc(N)cc1)C(C)C.Cl
N-ethyl-N-isopropyl-4-aminoaniline hydrochloride
Cl.Cl.Nc1ccc(OCCO)c(N)c1
2-(2,4-diaminophenoxy)ethanol dihydrochloride
N
ammonia
CCN(c1ccc(N=C2C=C(OCCO)C(=N)C=C2N)cc1)C(C)C.Cl
2-{4-amino-3-[4-(ethylisopropylamino)phenylimino]-6-iminocyclohexa-1,4-dienyloxy}ethanol hydrochloride
Rendimiento 13.5%
CCN(c1ccc(N=C2C=C(OCCO)C(=N)C=C2N)cc1)C(C)C.Cl
2-{4-amino-3-[4-(ethylisopropylamino)phenylimino]-6-imino-cyclohexan-1,4-dienyloxy}ethanol hydrochloride
Rendimiento 13.5%

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    OtroThe supernatant is removed
  2. 2
    Lavadothe residual gum is washed with four times of water

Procedimiento

To a solution of 2.14 g (0.01 mol) of N-ethyl-N-isopropyl-4-aminoaniline hydrochloride and 2.41 g (0.01 mol) of 2-(2,4-diaminophenoxy)ethanol dihydrochloride in 10 ml of water and 10 ml of ethanol, brought to pH 9.5 with 20% aqueous ammonia, are added dropwise 5.7 g of 30% aqueous peroxide hydrogen solution (0.05 mol). After stirring for 6 hours at room temperature, a gum forms. The supernatant is removed and the residual gum is washed with four times of water and then taken up in dichloromethane in order to perform a chromatography (eluent: dichloromethane/methanol 98/2 v/v). 510 mg of 2-{4-amino-3-[4-(ethylisopropylamino)phenylimino]-6-iminocyclohexa-1,4-dienyloxy}ethanol hydrochloride 66 are thus obtained in the form of a black powder.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US09226883B2uspto-grants-2016_01