IP Library Granted Patent US 10,040,745
Granted Patent B2
US 10,040,745 · App. 15/515,271 · Granted Aug 7, 2018

Process for the preparation of 1-(3,5-dichlorophenyl)-2,2,2-trifluoroethanone and derivatives thereof

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Quick Facts
Patent No.
US 10,040,745
App. No.
15/515,271
Granted
Aug 7, 2018
Kind
B2
Abstract

A process for the preparation of a compound of formula (I) wherein R 1 is hydrogen, fluoro or chloro; which process comprises: a) reacting a compound of formula (II) wherein R 1 is hydrogen, fluoro or chloro; with a nitration agent to the compound of formula (III) wherein R 1 is hydrogen, fluoro or chloro; b) reacting the compound of formula (III) with trichloroisocyanuric acid in the presence of sulfuric acid or fuming sulfuric acid to the compound of formula (IV) wherein R1 is hydrogen, fluoro or chloro; and c) reacting the compound of formula (III) with chlorine gas at a temperature from 180° C. to 250° C. to the compound of formula (I).

Claims (13)

1. A process for the preparation of a compound of Formula I:

wherein

R 1 is hydrogen, fluoro or chloro; which process comprises

a) reacting a compound of Formula II:

 wherein R 1 is hydrogen, fluoro or chloro; with a nitration agent to the compound of Formula III:

 wherein R 1 is hydrogen, fluoro or chloro;

b) reacting the compound of Formula III with trichloroisocyanuric acid in the presence of sulfuric acid or fuming sulfuric acid to the compound of Formula IV:

 wherein R 1 is hydrogen, fluoro or chloro; and

c) reacting the compound of Formula IV with chlorine gas at a temperature from 180° C. to 250° C. to the compound of Formula I.

2. The process according to claim 1 , characterized in that the nitration agent is selected from sulfuric acid, nitric acid and their salts.

3. The process according to claim 1 , characterized in that the process is performed without isolating the intermediate of Formula III.

4. A process for the preparation of a compound of Formula II:

wherein R 1 is fluoro; characterized in that fluorobenzene is reacted with trifluoroacetyl chloride in the presence of aluminium chloride.

Assignments (2)
MERGER AND CHANGE OF NAME Recorded Mar 14, 2025
From: SYNGENTA PARTICIPATIONS AG; SYNGENTA PARTICIPATIONS AG
To: SYNGENTA CROP PROTECTION AG
Reel/Frame 070517/0838 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 13, 2018
From: GRIBKOV, DENIS
To: SYNGENTA PARTICIPATIONS AG
Reel/Frame 044919/0103 →