Реакция #3366

ord-4b393218356b401fbefc98b26c343968

Уравнение реакции

Nc1ccc(CC(=O)O)cc1
4-aminophenylacetic acid
CCN(CC)CC
triethylamine
O=C(Cl)c1ccccc1SCl
2-chlorosulfenylbenzoyl chloride
O=C(O)Cc1ccc(-n2sc3ccccc3c2=O)cc1
title compound
Выход 69.4%
O=C(O)Cc1ccc(-n2sc3ccccc3c2=O)cc1
4-(3-Oxo-3h-benzo [d]isothiazol-2-yl) phenylacetic acid
Выход 69.4%

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    Концентрированиеconcentrated in vacuo, and water
  2. 2
    workup.ADDITIONwas added to the residue
  3. 3
    Фильтрацияfiltered

Методика

To a mixture of 7.55 g (0.05 mol) of 4-aminophenylacetic acid and 15.15 g (0.15 mol) of triethylamine in 25 mL of ethyl cellosolve was added 10.3 g (0.05 mol) of 2-chlorosulfenylbenzoyl chloride (Arzneimittel Forsch., 1964;14:1301). The mixture was stirred at room temperature for 3 hours, concentrated in vacuo, and water was added to the residue. The mixture was acidified with HCl and filtered to give 9.9 g of the title compound, mp 173°-175° C.

Источник

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