Reaction #854

ord-d421bcbbd72f4cb18c2bcf8464545117

Reaction equation

Nc1cccc2c(N)cccc12
1,5-Naphthalenediamine
S=C=NCc1ccccc1
benzylisothiocyanate
S=C(NCc1ccccc1)Nc1cccc2c(NC(=S)NCc3ccccc3)cccc12
colorless crystal
Yield 30.7%
S=C(NCc1ccccc1)Nc1cccc2c(NC(=S)NCc3ccccc3)cccc12
1,5-di(benzylthiocarbamoylamino)naphthalene
Yield 30.7%

Conditions

Temperature
80°CELSIUS
Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    TemperatureAfter cooling
  2. 2
    Filtrationthe reaction mixture was filtered
  3. 3
    Washwashed with ethylacetate/n-hexane

Procedure

1,5-Naphthalenediamine (0.791 g, 5 mM) was dissolved in 20 ml of ethyl acetate, and 2 equivalents of benzylisothiocyanate (1.492 g, 10 mM) were added. The mixture was stirred at 80° C. for 30 minutes. After cooling, the reaction mixture was filtered, and washed with ethylacetate/n-hexane to obtain 0.70 g (30.7% yield) of a colorless crystal of compound A-29.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05723075uspto-grants-1998_03