Recyclable chiral catalyst for asymmetric nitroaldol reaction and process for the preparation thereof
US-2015368181-A1 · Dec 24, 2015 · US
Method for producing 2-(halogenomethyl)-3-methylnitrobenzene
US2016332956A1 · US · A1
| Field | Value |
|---|---|
| Publication number | US-2016332956-A1 |
| Application number | US-201515112617-A |
| Country | US |
| Kind code | A1 |
| Filing date | Feb 16, 2015 |
| Priority date | Feb 28, 2014 |
| Publication date | Nov 17, 2016 |
| Grant date | — |
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Abstract
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Position-1 halogen can be selectively reduced by reacting a compound represented by formula (3): [wherein X represents a chlorine atom, a bromine atom, or an iodine atom] with halogen in the presence of a heterogeneous transition metal catalyst to produce 2-(halogenomethyl)-1-methyl-3-nitrobenzene represented by formula (1): [wherein the symbol is as defined above].
First claim
Opening claim text (preview).
1 . A method for producing a compound represented by formula (1), comprising a step of allowing a compound represented by formula (3): [wherein X represents a chlorine atom, a bromine atom, or an iodine atom] to react with hydrogen in the presence of a heterogeneous transition metal catalyst, thereby giving the compound represented by formula (1): [wherein the symbol is as defined above]. 2 . The method according to claim 1 , wherein the heterogeneous transition metal catalyst is a heterogeneous palladium catalyst. 3 . The method according to claim 1 , wherein the compound represented by formula (3) is allowed to react with hydrogen at a temperature of 0 to 40° C. 4 . The method according to claim 1 , wherein the heterogeneous transition metal catalysts is palladium/carbon, and the compound represented by formula (3) is allowed to react with hydrogen at a temperature of 0 to 25° C. 5 . A method for producing a compound represented by formula (1), comprising: a step of allowing a compound represented by formula (2): to react with one or more halogenating agents selected from the group consisting of chlorine, bromine, N-bromosuccinimide, sodium bromoisocyanurate, dibromoisocyanuric acid, 1,3-dibromo-5,5-dimethylhydantoin, iodine, and N-iodosuccinimide, thereby giving a compound represented by formula (3): [wherein X represents a chlorine atom, a bromine atom, or an iodine atom]; and a step of allowing the compound represented by formula (3) to react with hydrogen in the presence of a heterogeneous transition metal catalyst, thereby giving the compound represented by formula (1): [wherein the symbol is as defined above]. 6 . The method according to claim 5 , wherein the heterogeneous transition metal catalyst is a heterogeneous palladium catalyst. 7 . The method according to claim 5 , wherein the compound represented by formula (3) is allowed to react with hydrogen at a temperature of 0 to 40° C. 8 . The method according to claim 5 , wherein the heterogeneous transition metal catalysts is palladium/carbon, and the compound represented by formula (3) is allowed to react with hydrogen at a temperature of 0 to 25° C. 9 . The method according to claim 5 , wherein the compound represented by formula (2) is allowed to react with the halogenating agent in the presence of a radical initiator. 10 . A compound represented by formula (8):
Assignees
Inventors
Classifications
- C07C201/12Primary
by reactions not involving the formation of nitro groups · CPC title
Palladium · CPC title
- C07C205/11Primary
having nitro groups bound to carbon atoms of six-membered aromatic rings · CPC title
Carbon · CPC title
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- What does patent US2016332956A1 cover?
- Position-1 halogen can be selectively reduced by reacting a compound represented by formula (3): [wherein X represents a chlorine atom, a bromine atom, or an iodine atom] with halogen in the presence of a heterogeneous transition metal catalyst to produce 2-(halogenomethyl)-1-methyl-3-n…
- Who is the assignee on this patent?
- Sumitomo Chemical Co
- What technology area does this patent fall under?
- Primary CPC classification C07C201/12. Mapped technology areas include Chemistry & Metallurgy.
- When was this patent published?
- Publication date Thu Nov 17 2016 00:00:00 GMT+0000 (Coordinated Universal Time) (A1). 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).