Реакция #1578

ord-0d9d75ac841d479a9bb6bcb95675d2f3

Уравнение реакции

[Na+].[OH-]
sodium hydroxide
C#CCn1c(=O)[nH]c(=O)n(-c2cc(NC(C)=O)c(F)cc2Cl)c1=O
4'-chloro-2'-fluoro-5'-[hexahydro-2,4,6-trioxo-3-(2-propynyl)-s-triazin-1-yl]acetanilide
Cl
hydrochloric acid
CCOC(C)=O
ethyl acetate
C#CCn1c(=O)[nH]c(=O)n(-c2cc(N)c(F)cc2Cl)c1=O
title product
Выход 82.2%
C#CCn1c(=O)[nH]c(=O)n(-c2cc(N)c(F)cc2Cl)c1=O
1-(5-Amino-2-chloro-4-fluorophenyl)-3-(2-propynyl)-s-triazine-2,4,6-(1H, 3H, 5H)-trione
Выход 82.2%

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    Температураis refluxed for 3 hours
  2. 2
    Другоеthe phases are separated
  3. 3
    ПромывкаThe organic phase is washed sequentially with saturated sodium hydrogen carbonate solution and brine
  4. 4
    Концентрированиеconcentrated in vacuo

Методика

A mixture of 4'-chloro-2'-fluoro-5'-[hexahydro-2,4,6-trioxo-3-(2-propynyl)-s-triazin-1-yl]acetanilide (3.00 g, 8.5 mmol), and 3N hydrochloric acid (25 mL) in ethanol (50 mL) is refluxed for 3 hours, cooled to room temperature, and poured into ethyl acetate. 3N sodium hydroxide solution (25 mL) is added to the organic solution, and the phases are separated. The organic phase is washed sequentially with saturated sodium hydrogen carbonate solution and brine, and concentrated in vacuo to give the title product as a beige solid (2.17 g, mp 118°-121° C.).

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US05726126uspto-grants-1998_03