CN108794355A - The method for preparing oxynitrides - Google Patents
The method for preparing oxynitrides Download PDFInfo
- Publication number
- CN108794355A CN108794355A CN201810649505.9A CN201810649505A CN108794355A CN 108794355 A CN108794355 A CN 108794355A CN 201810649505 A CN201810649505 A CN 201810649505A CN 108794355 A CN108794355 A CN 108794355A
- Authority
- CN
- China
- Prior art keywords
- oxynitrides
- preparing
- alkane
- compound
- isopropyl ether
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Withdrawn
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C291/00—Compounds containing carbon and nitrogen and having functional groups not covered by groups C07C201/00 - C07C281/00
- C07C291/02—Compounds containing carbon and nitrogen and having functional groups not covered by groups C07C201/00 - C07C281/00 containing nitrogen-oxide bonds
- C07C291/04—Compounds containing carbon and nitrogen and having functional groups not covered by groups C07C201/00 - C07C281/00 containing nitrogen-oxide bonds containing amino-oxide bonds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D307/38—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D307/52—Radicals substituted by nitrogen atoms not forming part of a nitro radical
Abstract
The invention discloses a kind of method preparing oxynitrides, i.e. the compound of formula (II) generates the compound of formula (I) under the action of isopropyl ether, as follows：
Description
Technical field
The present invention relates to organic synthesis field more particularly to methodology of organic synthesis fields, and in particular to oxynitrides
Synthetic method.
Background technology
Oxynitrides is a kind of important organic intermediate, and the common method for synthesizing nitrogen oxides has m-chloro peroxide
Benzoic acid, hydrogen peroxide etc., but the double bond in molecule often can be also oxidized to epoxide by this kind of reagent, give separation band
It bothers, while the yield of nitrogen oxides can also substantially reduce, or even does not get the product of nitrogen oxides.
Invention content
The technical problem to be solved in the present invention is to provide a kind of synthetic methods of the oxynitrides of formula (I).
A method of preparing oxynitrides, which is characterized in that the compound of formula (II) is raw under the action of isopropyl ether
At the compound of formula (I), as follows：
Further, isopropyl ether uses after being acted on 24-72 hours under ultraviolet lighting and air.
Further, the power of ultraviolet lighting is 15W-60W.
Preferably, the power of ultraviolet lighting is 40-60W.
Further, the time of ultraviolet lighting is 24-72 hours.
Preferably, the time of ultraviolet lighting is 56-72 hours.
Further, R1, R2 are independently selected from methyl or ethyl.
Further, R3 is selected from the alkane of 1 to 6 atom or the aromatic ring of 1 to 10 atom.
Still further, alkane is the alkane of substituent group substitution or unsubstituted alkane；Aromatic ring is substituent group substitution
The phenyl ring of 5 to 6 atoms or the phenyl ring or heterocycle of heterocycle or unsubstituted 5 to 6 atoms.
Further, substituent group is the alkane of halogen, nitro or 1 to 3 carbon atom.
Further, heterocycle is containing 5 Yuans at least one in aerobic, nitrogen and sulphur atom or 6 Yuans aromatic rings.
Further, the temperature to react is 20 DEG C -30 DEG C.
Further, after the completion of reaction, solvent is evaporated off to get the compound of formula (I).
Compared with prior art, the present invention has the following advantages：This method is that synthesis nitrogen oxides provides a convenient and together
Double bond in Shi Buhui oxidized molecules, post-processing is simple, rear column purification is evaporated off in solvent isopropyl ether, in laboratory scale
In be just easily achieved.
Specific implementation mode
The present invention is further explained in the light of specific embodiments, so that those skilled in the art can be more preferable
Ground understands the present invention and can be practiced, but illustrated embodiment is not as a limitation of the invention.
Embodiment 1
Isopropyl ether is acted on 72 hours under ultraviolet lighting (15W) and air.By compound (1) (100mg) and isopropyl ether
It is stirred 24 hours in 20 DEG C after (2ml) mixing, isopropyl ether is evaporated off, compound (2) (48mg) is obtained after column purification.
Embodiment 2
Isopropyl ether is acted on 24 hours under ultraviolet lighting (60W) and air.By compound (3) (100mg) and isopropyl ether
It is stirred 24 hours in 20 DEG C after (2ml) mixing, isopropyl ether is evaporated off, compound (4) (53mg) is obtained after column purification.
Embodiment 3
Isopropyl ether is acted on 72 hours under ultraviolet lighting (60W) and air.By compound (5) (100mg) and isopropyl ether
It is stirred 24 hours in 20 DEG C after (2ml) mixing, isopropyl ether is evaporated off, compound (6) (73mg) is obtained after column purification.
Embodiment 4
Isopropyl ether is acted on 72 hours under ultraviolet lighting (60W) and air.By compound (7) (100mg) and isopropyl ether
It is stirred 24 hours in 20 DEG C after (2ml) mixing, isopropyl ether is evaporated off, standard obtains compound (8) (71mg) after purification.
Embodiment 5
Isopropyl ether is acted on 72 hours under ultraviolet lighting (60W) and air.By compound (9) (100mg) and isopropyl ether
It is stirred 24 hours in 20 DEG C after (2ml) mixing, isopropyl ether is evaporated off, standard obtains compound (10) (65mg) after purification.
Embodiment described above is only to absolutely prove preferred embodiment that is of the invention and being lifted, protection of the invention
Range is without being limited thereto.Those skilled in the art on the basis of the present invention made by equivalent substitute or transformation, in this hair
Within bright protection domain.Protection scope of the present invention is subject to claims.
Claims (7)
1. a kind of method preparing oxynitrides, which is characterized in that include the following steps：The compound of formula (II) is in isopropyl ether
Under the action of generate the compound of formula (I), reaction equation is as follows：
Wherein, isopropyl ether uses after being acted on 24-72 hours under ultraviolet lighting and air；
Independently selected from methyl or ethyl, R3 is selected from the alkane of 1 to 6 atom or the aromatic ring of 1 to 10 atom by R1, R2.
2. the method for preparing oxynitrides as described in claim 1, which is characterized in that the power of the ultraviolet lighting is 15W-
60W。
3. the method for preparing oxynitrides as described in claim 1, which is characterized in that the alkane is the alkane of substituent group substitution
Hydrocarbon or unsubstituted alkane；The aromatic ring is the phenyl ring or heterocycle or unsubstituted 5 of 5 to 6 atoms of substituent group substitution
To the phenyl ring or heterocycle of 6 atoms.
4. the method for preparing oxynitrides as claimed in claim 3, which is characterized in that the substituent group is halogen, nitro or 1
To the alkane of 3 carbon atoms, the halogen is fluorine, chlorine, bromine or iodine.
5. the method for preparing oxynitrides as claimed in claim 3, which is characterized in that the heterocycle is to include oxygen, nitrogen and sulphur
At least one 5 Yuans or 6 Yuans aromatic rings in atom.
6. the method for preparing oxynitrides as described in claim 1, which is characterized in that the temperature to react is 20 DEG C -30
℃。
7. as described in claim 1 prepare oxynitrides method, which is characterized in that after the completion of reaction, be evaporated off solvent to get
The compound of formula (I).
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201810649505.9A CN108794355A (en) | 2018-06-22 | 2018-06-22 | The method for preparing oxynitrides |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201810649505.9A CN108794355A (en) | 2018-06-22 | 2018-06-22 | The method for preparing oxynitrides |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN108794355A true CN108794355A (en) | 2018-11-13 |
Family
ID=64085088
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201810649505.9A Withdrawn CN108794355A (en) | 2018-06-22 | 2018-06-22 | The method for preparing oxynitrides |
Country Status (1)
| Country | Link |
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| CN (1) | CN108794355A (en) |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103327817A (en) * | 2010-10-25 | 2013-09-25 | 斯特潘公司 | Glyphosate formulations based on compositions derived from natural oil metathesis |
-
2018
- 2018-06-22 CN CN201810649505.9A patent/CN108794355A/en not_active Withdrawn
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103327817A (en) * | 2010-10-25 | 2013-09-25 | 斯特潘公司 | Glyphosate formulations based on compositions derived from natural oil metathesis |
Non-Patent Citations (2)
| Title |
|---|
| MIKA L. NAKASHIGE ET AL.: "Transformation of N,N-dimethylaniline-N-oxides into N-methylindolines by a tandem Polonovski-Mannich reaction", 《TETRAHEDRON LETTERS》 * |
| 丘冠英等: "《生物物理学》", 31 July 2000, 武汉大学出版社 * |
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| PB01 | Publication | ||
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| SE01 | Entry into force of request for substantive examination | ||
| WW01 | Invention patent application withdrawn after publication | ||
| WW01 | Invention patent application withdrawn after publication |
Application publication date: 20181113 |