Chiral control
US-2024229026-A1 · Jul 11, 2024 · US
Composition, synthesis, and use of new arylsulfonyl isonitriles
US9908846B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-9908846-B2 |
| Application number | US-201514626984-A |
| Country | US |
| Kind code | B2 |
| Filing date | Feb 20, 2015 |
| Priority date | Feb 21, 2014 |
| Publication date | Mar 6, 2018 |
| Grant date | Mar 6, 2018 |
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Abstract
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This invention relates to novel isonitriles, including arylsulfonyl isonitriles, and methods for their synthesis. The isonitriles include a conjugated ring system. The structure is designed with the flexibility to have multiple substitution patterns. The isonitriles may be used in applications including, but not limited to, pharmaceutical compositions.
First claim
Opening claim text (preview).
We claim: 1. An isonitrile of a general structure of Formula II: wherein R 1 , R 3 and R 5 are each hydrogen and, R 2 and R 4 are the same and are each selected from halogen excluding Cl, and O—X wherein X is selected from alkyl and aryl. 2. An isonitrile of a general structure of Formula III: wherein R 1 , R 2 , R 3 , R 4 , and R 5 are the same or different and each is hydrogen, or wherein, one of R 1 , R 2 , R 3 , R 4 and R 5 is selected from halogen, alkyl, haloalkyl and O—X wherein X is selected from alkyl and aryl, and each remaining R 1 , R 2 , R 3 , R 4 and R 5 substituent is hydrogen. 3. A method of preparing an arylsulfonyl isonitrile represented by a general structure of Formula II: wherein, R 1 , R 2 , R 3 , R 4 and R 5 are the same and each is hydrogen, or wherein, one of R 1 , R 2 , R 3 , R 4 and R 5 is alkyl and each remaining R 1 , R 2 , R 3 , R 4 and R 5 substituent is hydrogen, or wherein, one of R 1 , R 2 , R 3 , R 4 and R 5 is selected from F, Cl, CF 3 and CCl 3 , and each remaining R 1 , R 2 , R 3 , R 4 and R 5 substituent is hydrogen, or wherein, two of R 1 , R 2 , R 3 , R 4 and R 5 are OX, wherein X is selected from alkyl and aryl, and each remaining R 1 , R 2 , R 3 , R 4 and R 5 substituent is hydrogen, or wherein, one of R 1 , R 2 , R 3 , R 4 and R 5 is OX, wherein X is aryl, and each remaining R 1 , R 2 , R 3 , R 4 and R 5 substituent is hydrogen, or wherein, one of R 1 , R 2 , R 3 , R 4 and R 5 is OX, wherein X is selected from alkyl and aryl, one of R 1 ,R 2 , R 3 , R 4 and R 5 is selected from halogen and haloalkyl, and each remaining R 1 , R 2 , R 3 , R 4 and R 5 substituent is hydrogen, or wherein, each of R 2 and R 4 is the same or different and is selected from halogen and haloalkyl, and each of R 1 , R 3 and R 5 is hydrogen, wherein R 1 and R 2 , or R 2 and R 3 , or R 3 and R 4 , or R 4 and R 5 together form a benzo ring, which forms a naphthalyl group, comprising: reacting an arylsulfinate of the below Formula V with formamide to form an intermediate formamide-containing material of the below Formula VI; and dehydrating the intermediate formamide-containing material of the below Formula VI to form the arylsulfonyl isonitrile of the Formula II:
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Classifications
of amides of sulfonic acids · CPC title
- C07C317/28Primary
with sulfone or sulfoxide groups bound to acyclic carbon atoms of the carbon skeleton · CPC title
Preparation of sulfones; Preparation of sulfoxides · CPC title
with sulfone or sulfoxide groups bound to carbon atoms of rings other than six-membered aromatic rings of the carbon skeleton · CPC title
The ring being saturated · CPC title
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- What does patent US9908846B2 cover?
- This invention relates to novel isonitriles, including arylsulfonyl isonitriles, and methods for their synthesis. The isonitriles include a conjugated ring system. The structure is designed with the flexibility to have multiple substitution patterns. The isonitriles may be used in applications including, but not limited to, pharmaceutical compositions.
- Who is the assignee on this patent?
- Duquesne Univ Of The Holy Ghost, Univ Holy Ghost Duquesne
- What technology area does this patent fall under?
- Primary CPC classification C07C317/28. Mapped technology areas include Chemistry & Metallurgy.
- When was this patent published?
- Publication date Tue Mar 06 2018 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).