Реакция #215917

ord-1b54489de7de41f3a8ce65b641fabe5d

Уравнение реакции

COc1cc(C=O)ccc1O
4-hydroxy-3-methoxybenzaldehyde
O=C1CNC(=O)N1
hydantoin
NCCC(=O)O
β-alanine
CC(=O)O
acetic acid
COc1cc(C=C2NC(=O)NC2=O)ccc1O
product
Выход 42.7%
COc1cc(C=C2NC(=O)NC2=O)ccc1O
5- [(4-Hydroxy-3-methoxyphenyl )methylene ]-2,4-imidazolidinedione
Выход 42.7%

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    Температураheated to reflux
  2. 2
    Фильтрацияthe precipitate is filtered off
  3. 3
    Промывкаrinsed successively with water (3X), ethanol (2X), and ether (2X)
  4. 4
    Другоеdried
  5. 5
    ДругоеRecrystallization from methanol

Методика

A mixture of 4-hydroxy-3-methoxybenzaldehyde (4.6 g, 30 mmoles), hydantoin (3.0 g, 30 mmoles), β-alanine (1.4 g, 16 mmoles), and acetic acid (40 ml) is stirred under an inert atmosphere and heated to reflux. After 4 hours the mixture is stirred into water (350 ml) and the precipitate is filtered off, rinsed successively with water (3X), ethanol (2X), and ether (2X), and dried. Recrystallization from methanol afforded the pure product (3.0 g), mp 272°-273° C.

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US05464856uspto-grants-1995_11