반응 #467491

ord-e6cd0dff74ee4f8e8b88bd10188bab71

반응 방정식

O=c1cc(C(F)(F)F)[nH]c(=O)n1-c1cc(Oc2ccccc2[N+](=O)[O-])c(Cl)cc1F
3-[4-chloro-2-fluoro-5-(2-nitrophenoxy)phenyl]-6-trifluoromethyl-1,2,3,4-tetrahydropyrimidine-2,4,-dione
O=C([O-])[O-].[K+].[K+]
potassium carbonate
NOc1ccc([N+](=O)[O-])cc1[N+](=O)[O-]
2,4-dinitrophenoxyamine
Nn1c(C(F)(F)F)cc(=O)n(-c2cc(Oc3ccccc3[N+](=O)[O-])c(Cl)cc2F)c1=O
solid
수율 43.5%
Nn1c(C(F)(F)F)cc(=O)n(-c2cc(Oc3ccccc3[N+](=O)[O-])c(Cl)cc2F)c1=O
1-Amino-3-[4-chloro-2-fluoro-5-(2-nitrophenoxy)phenyl]-6-trifluoromethyl-1,2,3,4-tetrahydropyrimidine-2,4-dione
수율 43.5%

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    기타the resulting oil was chromatographed on silica gel eluting with methylene chloride
  2. 2
    기타The product was crystallized from methylene chloride

실험 절차

A suspension of 3-[4-chloro-2-fluoro-5-(2-nitrophenoxy)phenyl]-6-trifluoromethyl-1,2,3,4-tetrahydropyrimidine-2,4,-dione (1.0 g), potassium carbonate (0.37 g), and 2,4-dinitrophenoxyamine (0.54 g) in anhydrous N,N-dimethylformamide (20 ml) was stirred at room temperature for 20 hours. The solution was processed and the resulting oil was chromatographed on silica gel eluting with methylene chloride:hexane:ethyl acetate, 2:3:0.5. The product was crystallized from methylene chloride:hexane:ethyl acetate to give a white solid (0.45 g).

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US06303543B1uspto-grants-2001_10