Reaction #1265399

ord-cf21168e04f7416abaf2728d23748656

Reaction equation

[Na]
sodium
Nc1cc(Cl)nc(N)n1
4-chloro-2,6-diaminopyrimidine
CCO
ethanol
CCOc1cc(N)nc(N)n1
title compound
Yield 72.0%
CCOc1cc(N)nc(N)n1
2,6-diamino-4-ethoxy-pyrimidine
Yield 72.0%

Conditions

Temperature
160°CELSIUS
Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    TemperatureThe reaction mixture was cooled down
  2. 2
    Filtrationthe precipitated sodium chloride was filtered off
  3. 3
    ConcentrationThe filtrate was concentrated
  4. 4
    Otherprecipitated from ethanol (two times)

Procedure

To a solution of sodium (1.05 g) in ethanol (50 ml) was added 4-chloro-2,6-diaminopyrimidine (6 g, 41.4 mmoles). The resulting solution was heated in a reactor for 6 hours at 160° C. The reaction mixture was cooled down and the precipitated sodium chloride was filtered off. The filtrate was concentrated and precipitated from ethanol (two times), affording the pure title compound as a white solid (4.53 g, 72% yield). The spectral data are identical to those described e.g. by W. Pfleiderer et al. in Chem. Ber. (1961) 94, 12.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07276506B2uspto-grants-2007_10