Process for the preparation of benzonorbornenes

US9796646B2 · US · B2

Patent metadata
FieldValue
Publication numberUS-9796646-B2
Application numberUS-201514603857-A
CountryUS
Kind codeB2
Filing dateJan 23, 2015
Priority dateOct 27, 2008
Publication dateOct 24, 2017
Grant dateOct 24, 2017

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  1. Title

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  2. Abstract

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  3. Assignees and inventors

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  4. Key dates

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  5. First independent claim

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  6. CPC / IPC classifications

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  7. Citations and related patents

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Abstract

Official abstract text for this publication.

The present invention relates to a novel process for the preparation of 9-dichloromethylene-1,2,3,4-tetrahydro-1,4-methano-naphthalen-5-ylamine which process comprises a) reacting cyclopentadiene in the presence of a radical initiator and CXCl 3 , wherein X is chloro or bromo, to a compound of formula II aa) reacting cyclopentadiene with CXCl 3 , wherein X is chloro, in the presence of a metal catalyst to a compound of formula II wherein X is chloro, b) reacting the compound of formula II with a base in the presence of an appropriate solvent to the compound of formula III c) and converting the compound of formula III in the presence of 1,2-dehydro-6-nitrobenzene to the compound of formula IV and d) hydrogenating the compound of formula IV in the presence of a metal catalyst.

First claim

Opening claim text (preview).

What is claimed is: 1. A process for the preparation of the compound of formula III which process comprises a) reacting cyclopentadiene with CXCl 3 , wherein X is chloro or bromo, in the presence of a radical initiator to produce a compound of formula II wherein X is chloro or bromo, and wherein the radical initiator is selected from at least one of methyl ethyl ketone peroxide, benzoyl peroxide, azobisisobutyronitrile, dibenzoylperoxide, bis(tert-butylcyclohexyl)peroxydicarbonate, a metal salt, and a metal salt complex, and b) reacting the compound of formula II with a base in the presence of an appropriate solvent. 2. A process according to claim 1 , wherein X is bromo. 3. The process according to claim 1 , wherein the radical initiator is selected from at least one of azobisisobutyronitrile, dibenzoylperoxide and bis(tert-butylcyclohexyl)peroxydicarbonate. 4. The process according to claim 1 , wherein the radical initiator is azobisisobutyronitrile.

Assignees

Inventors

Classifications

  • Chemistry & Metallurgy · mapped topic

  • Chemistry & Metallurgy · mapped topic

  • C07C17/23Primary

    by dehalogenation · CPC title

  • with at least one of the condensed ring systems formed by three or more rings · CPC title

  • of hydrocarbons and halogenated hydrocarbons · CPC title

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What does patent US9796646B2 cover?
The present invention relates to a novel process for the preparation of 9-dichloromethylene-1,2,3,4-tetrahydro-1,4-methano-naphthalen-5-ylamine which process comprises a) reacting cyclopentadiene in the presence of a radical initiator and CXCl 3 , wherein X is chloro or bromo, to a compound of formula II …
Who is the assignee on this patent?
Syngenta Participations Ag, Syngenta Crop Protection Llc
What technology area does this patent fall under?
Primary CPC classification C07C17/23. Mapped technology areas include Chemistry & Metallurgy.
When was this patent published?
Publication date Tue Oct 24 2017 00:00:00 GMT+0000 (Coordinated Universal Time) (B2). Legal status and post-grant events are not shown on this page.
What related patents are in patentsdb?
We list 8 related publications on this page (citations in our corpus or others sharing the same primary CPC).