Реакция #302976

ord-fd13265b4c7b46ac9ab24a8ebf6c8904

Уравнение реакции

CO
methanol
O=c1[nH]c2ccc(Cl)cc2c(=O)o1
5-chloroisatoic anhydride
[H-].[Na+]
NaH
O=C1Nc2ccc(F)cc2C1=O
5-fluoroisatin
O=C1c2cc(F)ccc2-n2c1nc1ccc(Cl)cc1c2=O
2-Chloro-8-fluoroindolo[2,1-b]quinazoline-6,12-dione

Реагенты

Нет

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    Промывкаthe organic solution was washed with water
  2. 2
    Сушкаdried (MgSO4)
  3. 3
    Концентрированиеconcentrated
  4. 4
    Другоеto give a residue that
  5. 5
    Другоеwas purified by silica gel chromatography (CHCl3:CH3OH)

Методика

To a suspension of NaH (10 mmol, 40 mg 60%) in 4 mL of DMF was added 10 mmol of 5-fluoroisatin in 2 mL of DMF. After 15 min, a solution of 5-chloroisatoic anhydride in 3 mL of DMF was added. The reaction mixture was stirred for 18 h, methanol (0.5 mL) and 20 mL of chloroform was added and the organic solution was washed with water, dried (MgSO4) and concentrated to give a residue that was purified by silica gel chromatography (CHCl3:CH3OH). Yield 77%: mp 280-282° C.

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US08193185B2uspto-grants-2012_06