Реакция #2254160

ord-5d266f1eb761402bba36de03b44fb2db

Уравнение реакции

O=C(Cl)c1cc(C(F)(F)F)nn1-c1ncccc1Cl
2-(3-chloro-2-pyridyl)-5-(trifluoromethyl)pyrazole-3-carbonyl chloride
O=C([O-])[O-].[K+].[K+]
potassium carbonate
CCS(CC)=NC(=O)c1cc(Cl)cc(Cl)c1N
2-amino-3,5-dichloro-N-(diethyl-λ4-sulfanylidene)-benzamide
CCS(CC)=NC(=O)c1cc(Cl)cc(Cl)c1NC(=O)c1cc(C(F)(F)F)nn1-c1ncccc1Cl
title compound
Выход 173.6%
CCS(CC)=NC(=O)c1cc(Cl)cc(Cl)c1NC(=O)c1cc(C(F)(F)F)nn1-c1ncccc1Cl
N-[4,6-dichloro-2-[(diethyl-λ4-sulfanylidene)carbamoyl]-phenyl]-2-(3-chloro-2-pyridyl)-5-(trifluoromethyl)pyrazole-3-carboxamide
Выход 173.6%
CC(C)OC(C)C
diisopropyl ether

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    ФильтрацияThe resulting precipitate was collected by filtration
  2. 2
    Промывкаwashed with water and petrol ether

Методика

A solution of 2-(3-chloro-2-pyridyl)-5-(trifluoromethyl)pyrazole-3-carbonyl chloride (210.7 g, 0.68 mol, 1.10 equiv.) in acetonitrile (500 mL) was added at 22° C. to a suspension of potassium carbonate (103.34 g, 0.74 mol, 1.20 equiv) and 2-amino-3,5-dichloro-N-(diethyl-λ4-sulfanylidene)-benzamide (181.79 g, 0.62 mol, 1.00 equiv) in acetonitrile (2 L). After 2.5 h at this temperature, the reaction mixture was poured into ice-water with stirring. The resulting precipitate was collected by filtration and washed with water and petrol ether. Trituration from diisopropyl ether yielded the crystalline title compound (305 g, 87%).

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US09044016B2uspto-grants-2015_06