Реакция #417975

ord-3a4dc34c0aa1491689ac359a7df09a73

Уравнение реакции

N=C(NO)c1cccc(C(=O)O)c1
3-(N-hydroxycarbamimidoyl)benzoic acid
CC(=O)OC(C)=O
acetic anhydride
Cc1nc(-c2cccc(C(=O)O)c2)no1
3-(5-methyl-1,2,4-oxadiazol-3-yl)benzoic acid

Реагенты

Нет

Растворители

Условия реакции

Температура
118°CELSIUS
Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    ТемператураThe reaction mixture is cooled to 6° C.
  2. 2
    Фильтрацияfiltered off with suction
  3. 3
    Фильтрацияfiltered off with suction
  4. 4
    Промывкаwashed well with water
  5. 5
    ДругоеThe residue is recrystallised from ethanol/water

Методика

A mixture of 614 g (3.41 mol) of 3-(N-hydroxycarbamimidoyl)benzoic acid, 756 ml (8.0 mol) of acetic anhydride and 2 l of acetic acid is heated at a temperature of 118° C. for 14 hours. The reaction mixture is cooled to 6° C. and filtered off with suction. The residue is taken up in 2 l of water, filtered off with suction and washed well with water. The residue is recrystallised from ethanol/water: 3-(5-methyl-1,2,4-oxadiazol-3-yl)benzoic acid as colourless crystals; m.p. 225°; ESI 205 (M+H).

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US08877751B2uspto-grants-2014_11