Reacción #514362

ord-8e6c983dc5e24cb68195a64dd61361a5

Ecuación de reacción

CCCCOC(=O)NCC#CCNC(C)=N
1-Butoxycarbonylamino-4-(1-iminoethylamino)but-2-yne
C1COCCO1.Cl
HCl dioxane
CC(=N)NCC#CCN
1-amino-4-(1-iminoethylamino)but-2-yne

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    OtroAfter this time the mother liquor was decanted off
  2. 2
    Otroto remove residual solvent
  3. 3
    OtroThe resulting material was triturated with dry diethyl ether (×2)
  4. 4
    Filtraciónfiltered off
  5. 5
    Lavadowashed with more dry diethyl ether
  6. 6
    OtroThe yellow solid was finally dried in a drying pistol

Procedimiento

1-Butoxycarbonylamino-4-(1-iminoethylamino)but-2-yne (0.332 g) was deprotected by treatment with 4 N HCl/dioxane (3 ml) at 0° C. and stirring at 0° C. for 1h then at room temperature for 1h. After this time the mother liquor was decanted off and the sticky residue subjected to an oil pump vacuum to remove residual solvent. The resulting material was triturated with dry diethyl ether (×2), filtered off and washed with more dry diethyl ether. The yellow solid was finally dried in a drying pistol to yield 1-amino-4-(1-iminoethylamino)but-2-yne 2.5hydrochloride (0.184 g), Mpt 182°-185° C.(dec), FAB M.S. M+1+126.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: USRE037438E1uspto-grants-2001_11