Reacción #643917

ord-296e9030752d4fcbbb67d3f09bf32613

Ecuación de reacción

O=CC=Cc1cccn1-c1ccccc1Br
4b
O=CC=Cc1cccn1-c1ccccc1Br
3-[1-(2-Bromo-phenyl)-1H-pyrrol-2-yl]-propenal
N=C(N)NN.O=C(O)O
aminoguanidine bicarbonate
CC(=O)O
acetic acid
CC(=O)[O-].NC(=[NH2+])NN=CC=Cc1cccn1-c1ccccc1Br
final product 5b
Rendimiento 31.0%
CC(=O)[O-].NC(=[NH2+])NN=CC=Cc1cccn1-c1ccccc1Br
[1-(2-Bromophenyl)-1H-pyrrol-2-yl-allylideneamino]guanidinium acetate
Rendimiento 31.0%

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    OtroThe solvent was evaporated
  2. 2
    workup.DISSOLUTIONthe oily residue was dissolved in acetonitrile
  3. 3
    workup.ADDITIONa few drops of diethyl ether was added
  4. 4
    OtroAfter three days in refrigerator a precipitate was formed
  5. 5
    Filtraciónthat was filtered
  6. 6
    Lavadowashed with diethyl ether
  7. 7
    Otrodried

Procedimiento

0.9 g (3.26 mmol) 4b and 1.2 eqv. of aminoguanidine bicarbonate was mixed in 10 ml of ethanol and 2 ml of acetic acid and refluxed for 30 min. The solvent was evaporated and the oily residue was dissolved in acetonitrile and a few drops of diethyl ether was added. After three days in refrigerator a precipitate was formed that was filtered, washed with diethyl ether and dried. 340 mg (31%) of the final product 5b was obtained as white crystals (m.p. 166-168° C.).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US08058306B2uspto-grants-2011_11