IP Library › Granted Patent US 9,682,949
Granted Patent B2
US 9,682,949 · App. 14/931,315 · Granted Jun 20, 2017

Process for the preparation of thietane derivatives

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Quick Facts
Patent No.
US 9,682,949
App. No.
14/931,315
Granted
Jun 20, 2017
Kind
B2
Abstract

The present invention relates to processes for the preparation of thietane derivatives of the formula IA and thietane derivatives of the formula IB wherein R 1 , R 2 , A 1 , A 2 , A 3 , A 4 , B, and n are as defined in the claims. The invention also relates to intermediates useful in the processes, as well as the compounds of formula IA and IB and their use as pesticides.

Claims (35)

1. A method of preparing a compound of formula IV

comprising:

a. reacting a compound of formula II

with a source of cyanide in the presence of water to give a compound of formula III

and

b. reducing the compound of formula III with a suitable reducing agent to give a compound of formula IV; or

A) reacting a compound of formula VII

with CH 3 NO 2 to give a compound of formula XI

and

B) reducing the compound of formula XI with a suitable reducing agent to give a compound of formula IV; or

1) homologating a compound of formula VII

to give an ester of formula XII

wherein R is C 1 -C 6 alkyl;

2) reducing the compound of formula XII using a suitable reducing agent to give a compound of formula XIII

and

3) treating the compound of formula XIII with hydrazoic acid to give a compound of formula IV.

2. The method of claim 1 , comprising

A) reacting a compound of formula VII

with CH 3 NO 2 to give a compound of formula XI

and

B) reducing the compound of formula XI with a suitable reducing agent to give a compound of formula IV.

3. The method of claim 1 , comprising

1) homologating a compound of formula VII

to give an ester of formula XII

wherein R is C 1 -C 6 alkyl;

2) reducing the compound of formula XII using a suitable reducing agent to give a compound of formula XIII

and

3) treating the compound of formula XIII with hydrazoic acid to give a compound of formula IV.

4. The method of claim 1 , comprising

a. reacting a compound of formula II

with a source of cyanide in the presence of water to give a compound of formula III

and

b. reducing the compound of formula III with a suitable reducing agent to give a compound of formula IV.

5. A compound of formula IIIa or a compound of formula XIV

wherein n is 1 or 2.

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 070517/0089 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 12, 2016
From: CASSAYRE, JEROME YVES; RENOLD, PETER; PITTERNA, THOMAS; EL QACEMI, MYRIEM
To: SYNGENTA PARTICIPATIONS AG
Reel/Frame 039701/0354 →