反応 #56843

ord-1761c4aa3b9744399647612277241c1c

反応方程式

Cl.N=C(N)N
guanidine hydrochloride
CCOC(=O)C(C)C(=O)OCC
diethyl methylmalonate
C[O-].[Na+]
sodium methoxide
Cc1c(O)nc(N)nc1O
2-amino-4,6-dihydroxy-5-methyl-pyrimidine
収率 90.0%

溶媒

反応条件

温度
65°CELSIUS
詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    その他After evaporation of volatiles under reduced pressure
  2. 2
    workup.ADDITIONthe residue was treated with 1.0 M hydrochloric acid until pH=2
  3. 3
    ろ過Filtration
  4. 4
    その他drying

実験手順

To a stirred mixture of guanidine hydrochloride (1.91 g, 20.0 mmol) and diethyl methylmalonate (3.48 g, 20.0 mmol) in ethanol (30 ml) was added sodium methoxide (2.7 g, 50.0 mmol, 25% in methanol) dropwise. The cloudy mixture was stirred at 60-70° C. for 16 hours. After evaporation of volatiles under reduced pressure, the residue was treated with 1.0 M hydrochloric acid until pH=2. Filtration and drying provided 2-amino-4,6-dihydroxy-5-methyl-pyrimidine (2.5 g, 90% yield) as a white powder.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US07419984B2uspto-grants-2008_09