Реакция #3367

ord-612c475449ba4056a49ab5f66bcc7953

Уравнение реакции

O=C(NCCc1ccccn1)c1cnc2cc3c(cc2c1S)OCO3
8-mercapto-[1,3]dioxolo [4,5-g]quinoline-7-carboxylic acid (2-pyridin-2-yl-ethyl)-amide
CCN(CC)CC
triethylamine
II
iodine
O=c1c2cnc3cc4c(cc3c2sn1CCc1ccccn1)OCO4
title compound
Выход 83.0%
O=c1c2cnc3cc4c(cc3c2sn1CCc1ccccn1)OCO4
2-[2-(2-Pyridinyl)ethyl]-[1,3]dioxolo[4,5-g]isothiazolo[4,5-c]quinolin-3(2H)-one
Выход 83.0%

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    ТемператураThe mixture was heated
  2. 2
    Температураat reflux for 2 hours
  3. 3
    Температураcooled
  4. 4
    Концентрированиеconcentrated to an oil
  5. 5
    Другоеthe solid was collected
  6. 6
    Другоеrecrystallized in ethanol

Методика

To 4.1 g (0.012 mol) of 8-mercapto-[1,3]dioxolo [4,5-g]quinoline-7-carboxylic acid (2-pyridin-2-yl-ethyl)-amide (from Preparation 34) and 5 mL (0.035 mol) of triethylamine in 750 mL of methanol was added 2.95 g (0.012 mol) of iodine in 100 mL of methanol. The mixture was heated at reflux for 2 hours, cooled, and then concentrated to an oil. The residue was slurried in water, and the solid was collected and recrystallized in ethanol to give 3.5 g of the title compound, mp 200°-201° C.

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US05733921uspto-grants-1998_03