CN106831285A - The method that acid amides, urea are converted into ester - Google Patents
The method that acid amides, urea are converted into ester Download PDFInfo
- Publication number
- CN106831285A CN106831285A CN201710133702.0A CN201710133702A CN106831285A CN 106831285 A CN106831285 A CN 106831285A CN 201710133702 A CN201710133702 A CN 201710133702A CN 106831285 A CN106831285 A CN 106831285A
- Authority
- CN
- China
- Prior art keywords
- acid
- alcohol
- synthetic method
- urea
- acid amides
- 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.)
- Granted
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B41/00—Formation or introduction of functional groups containing oxygen
- C07B41/12—Formation or introduction of functional groups containing oxygen of carboxylic acid ester groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B41/00—Formation or introduction of functional groups containing oxygen
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/18—Preparation of carboxylic acid esters by conversion of a group containing nitrogen into an ester group
- C07C67/20—Preparation of carboxylic acid esters by conversion of a group containing nitrogen into an ester group from amides or lactams
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C68/00—Preparation of esters of carbonic or haloformic acids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D213/79—Acids; Esters
- C07D213/803—Processes of preparation
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Catalysts (AREA)
Abstract
The invention provides a kind of method that acid amides, urea are converted into ester, with different types of acid amides, urea as substrate, alcohol or phenol are nucleopilic reagent to the method, and molysite is catalyst, and acid is additive, and the conversion of acid amides and urea to ester is realized under mild conditions.The method is characterized in that with molysite cheap and easy to get as catalyst, commercialized acid amides, urea, alcohol are substrate, a step realizes conversion of the acid amides to ester.The method has reaction condition gentle, raw material is cheap and easy to get, the selectivity of reaction substrate wide adaptability, product and yield is all very high, environmental protection the advantages of, with good prospects for commercial application.
Description
【Technical field】
The present invention relates to organic synthesis field, and in particular to the method that acid amides, urea are converted into ester.
【Background technology】
It in organic chemistry and biochemistry is one of most important most basic functional group that ester molecule is, fine chemicals,
Chemistry of pesticide product, polymer, medicine are all widely used.Solvent, lubricant, insecticide, spices have been widely used as it at present
And medicine, be for example glued with NF-kB inhibitor Cs APE and capsicim, bee variety touch anaphylactogen isopentene group caffeic acid ester,
EGCG analogies HIV1-RT inhibitor hydroxytyrosol gallates etc. have extensive medical value.Especially carbonic acid
Two ester type compounds are used as the solvent of nitrocellulose, cellulose ether, synthetic resin and natural resin in Chemical Manufacture；In system
It is used to manufacture phenobarbital in medicine company；Pesticide industry is used to manufacture Dalmatian chrysanthemum.Therefore, the synthesis of ester type compound is not only pharmacy
The emphasis of field concern, even more one of heat subject of organic synthesis and the research of other industrial circles.
The synthetic method that acid amides or urea are converted into ester is a lot, wherein mainly there is three kinds of methods, the first is to be tried with activation
Agent direct activation amido link, second is to increase sensitiveness of the acid amides to nucleopilic reagent by the destruction of acid amides resonance；3rd
It is the ability for increasing nucleopilic reagent attack carbonyl using activation of catalyst amido link to plant.Report acid amides or urine in succession in recent years
Element is converted into the synthetic method of ester compounds：(1) Kazushi Mashima seminars report Sc (OTf)3Catalysis acid amides and alcohol
Reaction is broken synthetic ester by C-N keys；(2) Kazushi Mashima seminars report Zn (OTf)2Catalysis acid amides is anti-with alcohol
Answer synthesising ester compound；(3) Kenichi Shimizua seminars report CeO2Catalysis acid amides is synthesized ester compounds with alcohol；
(4) Neil K.Garg report Ni catalysis acid amides and are reacted with alcohol first, are closed by the fracture between C-N in Ni catalysis amide molecules
Into ester compounds.Although using these methods can effectively primary amide synthesis class compound, also there are problems that a lot
Such as use expensive catalyst, or temperature higher, relatively low yield.Therefore develop a kind of using cheap transition
Metal is catalyst, the method for high productivity synthesising ester compound is one of current urgent problem for solving.(bibliography：
Adv.Synth.Catal.,2013,355,3391-3395；Angew.Chem.Int.Ed.,2012,51,5723-5726；
Angew.Chem.,2012,124,563-566；RSC Adv.,2014,4,35803-35807；Tetrahedron Letters,
2014,55,6935-6938；Angew.Chem.Int.Ed.,2015,54,1-4；Nature,524,79–83).
It is catalyzed by molysite the invention provides one kind, acid is additive, mild condition, simple to operate and high productivity turn
It is the method for ester to change acid amides and urea.
【The content of the invention】
The purpose of the present invention is exploitation a kind of under the catalysis of Fe salt, in gentle environment, with acid amides cheap and easy to get, urine
The method of element, high conversion and high productivity synthetic ester.
Goal of the invention of the invention is achieved by the following technical solution：
A kind of synthetic method of esters (I) compound with following structural formula, comprising following operating procedure：Dress molysite
In reaction vessel, acid amides, urea, the alcohol of different structure are added, be subsequently adding acid, the solvent of catalytic amount, suitable reaction temperature
Lower stirring, reaction is washed after terminating with water or saturated salt solution, is then extracted with organic solvent, is dried, and vacuum distillation concentration is removed
Solvent is removed, crude product obtains final product target product through pillar layer separation:
R is C2~C8Straight chained alkyl, phenyl, 4- aminomethyl phenyls, 4- methoxyphenyls, 4- nitrobenzophenones, 4- hydroxy benzenes
Base, 4- fluorophenyls, 4- chlorphenyls, 4- bromophenyls, 4- iodophenyls, 4- trifluoromethyls, 4- cyanophenyls, 3- aminomethyl phenyls,
2- thienyls, 2- pyridine radicals, 1- naphthyls, 2- naphthyls, to phenyl.
R1It is C2~C8Straight chained alkyl, isopropyl, isopentyl, the tert-butyl group, cyclopenta, cyclohexyl, benzyl, to methyl benzyl
Base, to bromobenzyl, menaphthyl, 2- thenyls, 2- picolyls, phenyl, 4- aminomethyl phenyls, 4- methoxyphenyls, 4- nitros
Phenyl, 4- hydroxy phenyls, 4- fluorophenyls, 4- chlorphenyls, 4- bromophenyls, 4- iodophenyls, 4- trifluoromethyls, 4- itrile group benzene
Base, 3- aminomethyl phenyls, 2- thienyls, 2- pyridine radicals, 1- naphthyls, 2- naphthyls, to phenyl.
Described acid amides, Fe salt, the mol ratio of acid are 1:[0.1-1.0]:[0.1-1.0].
Described temperature is mainly 25 DEG C -120 DEG C.
The organic solvent is selected from N,N-dimethylformamide, n-hexane, hexamethylene, dimethyl sulfoxide, acetonitrile, 1,4- bis-
One kind or two in the ring of oxygen six, tetrahydrofuran, toluene, 1-METHYLPYRROLIDONE, chlorobenzene, 1,2- dimethylbenzene or 1,2- dichloroethanes
More than kind.
Described catalyst is selected from Fe, Fe2O3、Fe3O4、FeCl2、FeCl3、FeCl3·6H2O、Fe(NO3)3·6H2O、
Fe2(SO4)3·H2One or more in O.
Described acid is selected from benzoic acid, phenylacetic acid, benzene sulfonic acid, trifluoroacetic acid, methyl α-naphthyl acetate, concentrated hydrochloric acid, concentrated nitric acid
One or more.
Described acid amides or urea substrate is to select benzamide, 4- methyl benzamides, 4 methoxy benzamides, 4- nitre
Yl-benzamide, 4- hydroxybenzamides, 4- fluorobenzamides, 4- chlorobenzamides, 4- brombenzamides, 4- iodobenzene formyls
Amine, 4- trifluoromethyl benzamides, 3- methyl benzamides, 4- itrile groups benzamide, 2- thiophene benzamide, 2- pyridine benzene first
Acid amides, 1- naphthalenes benzamide, 2- naphthalenes benzamide, acrylamide, to phenylbenzamaide, propionamide, pentanamide, N, N- diformazans
Base formamide, N, N- dimethyl benzamides, DMAC N,N' dimethyl acetamide, urea.
Described alcohol or phenol is selected from C2~C8Straight-chain alkyl alcohol, isopropanol, isoamyl alcohol, the tert-butyl alcohol, cyclopentanol, hexamethylene
Alcohol, benzylalcohol, to xylyl alcohol, to bromobenzyl alcohol, naphthalene methyl alcohol, 2- thenyl alcohols, 2- pyridinemethanols, phenol, 4- methylphenols, 4- first
Epoxide phenol, 4- nitrophenols, 4- hydroxyl phenols, 4- fluorophenols, 4- chlorophenols, 4- bromophenols, 4- iodophenols, 4- trifluoromethyls
Phenol, 4- itrile groups phenol, 3- methylphenols.
Synthetic route involved in the present invention is as follows：
According to experimental result, a kind of Fe salt provided by the present invention is catalyst, and acid is additive, by cheap and easy to get
Acid amides and urea are the method for Material synthesis ester.The method has gentle simple to operate, reaction condition, environmental protection, high selection
The advantage such as property and high yield, with good prospects for commercial application.
【Brief Description Of Drawings】
Fig. 1 is converted into the synthesis path figure of ester for the acid amides for providing of the invention, urea.
【Specific embodiment】
Below in conjunction with the accompanying drawing in the embodiment of the present invention, the technical scheme in the embodiment of the present invention is carried out clear, complete
Site preparation is described, it is clear that described embodiment is only a part of embodiment of the invention, rather than whole embodiments.It is based on
Embodiment in the present invention, it is every other that those of ordinary skill in the art are obtained under the premise of creative work is not made
Embodiment, belongs to the scope of protection of the invention.
The synthesis of ester compounds
As shown in figure 1, the synthesis step of the ester compounds (I) of present invention offer is：
In the iron salt catalyst reaction tube equipped with 10~100mol%, 0.2mmol acid amides is added (such as：Benzamide
Deng), the acid of 10mol%-100mol%, 2ml solvents are (such as：DMF), 0.2mmol alcohol or phenol, in 25-120
Reacted at DEG C, reaction is washed after terminating with water or saturated salt solution, then extracted with chloroform (or ethyl acetate), dried, decompression
Distillation and concentration removes solvent, and crude product obtains final product target product through pillar layer separation:
Synthesis example 1
The synthesis of methyl benzoate
In the reaction tube of the Fe powder catalyst equipped with 10mol%, 0.2mmol benzamides, the vinegar of 10mol% are added
Acid, 2ml solvent DMFs, 0.2mmol methyl alcohol reacts at 25 DEG C, and reaction is molten with water or saturated salt after terminating
Liquid is washed, and is then extracted with chloroform, is dried, and vacuum distillation concentration removes solvent, and crude product obtains final product target product through pillar layer separation
Thing：Yield 70%.
Synthesis example 2
The synthesis of t-butyl perbenzoate
In the Fe equipped with 30mol%2O3In the reaction tube of catalyst, 0.2mmol benzamides, the nitre of 20mol% are added
Acid, 2ml solvents DMSO, the 0.2mmol tert-butyl alcohol is reacted at 50 DEG C, and reaction is washed after terminating with water or saturated salt solution, then
Extracted with chloroform, dried, vacuum distillation concentration removes solvent, and crude product obtains final product target product through pillar layer separation：Yield
55%.
Synthesis example 3
The synthesis of benzoate ester
In the FeCl equipped with 50mol%3In the reaction tube of catalyst, 0.2mmol benzamides, the benzene of 50mol% are added
Formic acid, 2ml solvent acetonitriles, 0.2mmol cyclohexanol is reacted at 50 DEG C, and reaction is washed after terminating with water or saturated salt solution, so
Extracted with chloroform afterwards, dried, vacuum distillation concentration removes solvent, and crude product obtains final product target product through pillar layer separation：Yield
61%.
Synthesis example 4
The synthesis of Ergol
In the Fe equipped with 20mol%3O4In the reaction tube of catalyst, 0.2mmol benzamides, the trifluoro of 30mol% are added
Loprazolam, 2ml solvent hexanes, 0.2mmol benzylalcohols are reacted at 60 DEG C, and reaction is washed after terminating with water or saturated salt solution
Wash, then extracted with chloroform, dry, vacuum distillation concentration removes solvent, and crude product obtains final product target product through pillar layer separation：
Yield 86%.
Synthesis example 5
The synthesis of phenylethyl benzoate
Equipped with 60mol%FeCl2In the reaction tube of catalyst, 0.2mmol benzamides, the naphthalene second of 40mol% are added
Acid, 2ml solvents Isosorbide-5-Nitrae-dioxane, 0.2mmol benzyl carbinols react at 50 DEG C, and reaction uses water or saturated salt solution after terminating
Washing, is then extracted with chloroform, is dried, and vacuum distillation concentration removes solvent, and crude product obtains final product target product through pillar layer separation
Thing：Yield 70%.
Synthesis example 6
The synthesis of benzonaphthalene ethyl ester
In the FeCl equipped with 80mol%3·6H2In the reaction tube of O catalyst, 0.2mmol benzamides, 40mol% are added
Concentrated hydrochloric acid, 2ml solvent N-methyl pyrilidones, 0.2mmol naphthalene methyl alcohol reacts at 100 DEG C, reaction terminate after with water or full
And brine, then extracted with chloroform, dry, vacuum distillation concentration removes solvent, and crude product is obtained final product through pillar layer separation
Target product：Yield 45%.
Synthesis example 7
The synthesis of phenol benzoate
In the Fe equipped with 30mol%2(SO4)3·H2In the reaction tube of O catalyst, 0.2mmol benzamides are added,
The benzoic acid of 20mol%, 2ml solvent toluenes, 0.2mmol phenol reacts at 70 DEG C, and reaction is molten with water or saturated salt after terminating
Liquid is washed, and is then extracted with chloroform, is dried, and vacuum distillation concentration removes solvent, and crude product obtains final product target product through pillar layer separation
Thing：Yield 55%.
Synthesis example 8
The synthesis of benzoparacresol
In the Fe equipped with 20mol%2(SO4)3·H2In the reaction tube of O catalyst, 0.2mmol benzamides are added,
The phenylacetic acid of 20mol%, 2ml solvent chlorobenzenes, 0.2mmol p-methyl phenols react at 90 DEG C, and water or full is used in reaction after terminating
And brine, then extracted with chloroform, dry, vacuum distillation concentration removes solvent, and crude product is obtained final product through pillar layer separation
Target product：Yield 61%.
Synthesis example 9
Synthesis of the benzoic acid to chlorobenzene ester
In the Fe (NO equipped with 70mol%3)3·6H2In the reaction tube of O catalyst, 0.2mmol benzamides are added,
The trifluoromethayl sulfonic acid of 20mol%, 2ml solvents 1,2- dimethylbenzene, 0.2mmol parachlorophenols react at 80 DEG C, and reaction terminates
Washed with water or saturated salt solution afterwards, then extracted with chloroform, dried, vacuum distillation concentration removes solvent, and crude product is through post color
Spectrum is separated, and obtains final product target product：Yield 71%.
Synthesis example 10
The synthesis of ethyl phenylacetate
In the reaction tube of the Fe powder catalyst equipped with 80mol%, 0.2mmol phenyl acetamides, the benzene first of 10mol% are added
Acid, 2ml solvent DMFs, 0.2mmol ethanol reacts at 85 DEG C, and reaction is molten with water or saturated salt after terminating
Liquid is washed, and is then extracted with chloroform, is dried, and vacuum distillation concentration removes solvent, and crude product obtains final product target product through pillar layer separation
Thing：Yield 67%.
Synthesis example 11
The synthesis of naphthoic acid ethyl ester
In the FeCl equipped with 10mol%2In the reaction tube of catalyst, 0.2mmol naphthalenecarboxamides, the vinegar of 30mol% are added
Acid, 2ml solvent hexamethylenes, 0.2mmol ethanol is reacted at 100 DEG C, and reaction is washed after terminating with water or saturated salt solution, so
Extracted with chloroform afterwards, dried, vacuum distillation concentration removes solvent, and crude product obtains final product target product through pillar layer separation：Yield
45%.
Synthesis example 12
The synthesis of 2- pyridine carboxylic acid phenyl esters
In the Fe (NO equipped with 30mol%3)3·6H2In the reaction tube of O catalyst, 0.2mmol2- pyridine carboxamides are added,
The hydrochloric acid of 80mol%, 2ml solvents tetrahydrofuranes, 0.2mmol phenol reacts at 70 DEG C, and reaction uses water or saturated salt after terminating
Solution is washed, and is then extracted with chloroform, is dried, and vacuum distillation concentration removes solvent, and crude product obtains final product target through pillar layer separation
Product：Yield 57%.
Synthesis example 13
The synthesis of dimethyl carbonate
In the FeCl equipped with 50mol%3In the reaction tube of catalyst, addition 0.2mmol urea, the phenylacetic acid of 30mol%,
2ml solvent DMFs, 0.4mmol methyl alcohol is reacted at 55 DEG C, and reaction is washed after terminating with water or saturated salt solution
Wash, then extracted with chloroform, dry, vacuum distillation concentration removes solvent, and crude product obtains final product target product through pillar layer separation：
Yield 62%.
Synthesis example 14
The synthesis of diethyl carbonate
In the reaction tube of the Fe powder catalyst equipped with 80mol%, addition 0.2mmol urea, the methyl α-naphthyl acetate of 20mol%,
2ml solvents Isosorbide-5-Nitrae-dioxane, 0.4mmol ethanol is reacted at 90 DEG C, and reaction is washed after terminating with water or saturated salt solution,
Then extracted with chloroform, dried, vacuum distillation concentration removes solvent, and crude product obtains final product target product through pillar layer separation：Yield
46%.
Synthesis example 15
The synthesis of diphenyl carbonate
In the Fe (NO equipped with 40mol%3)3·6H2In the reaction tube of O catalyst, 0.2mmol urea, 30mol% are added
Nitric acid, 2ml solvents tetrahydrofuranes, 0.4mmol phenol, at 70 DEG C react, reaction terminate after washed with water or saturated salt solution
Wash, then extracted with chloroform, dry, vacuum distillation concentration removes solvent, and crude product obtains final product target product through pillar layer separation：
Yield 70%.
Synthesis example 16
The synthesis of n-caproic acid benzyl ester
In the Fe equipped with 40mol%2O3In the reaction tube of catalyst, 0.2mmol n-caproamides, the duck of 40mol% are added
Warm, 2ml solvent toluenes, 0.2mmol phenol is reacted at 70 DEG C, and reaction is washed after terminating with water or saturated salt solution, Ran Houyong
Chloroform is extracted, and is dried, and vacuum distillation concentration removes solvent, and crude product obtains final product target product through pillar layer separation：Yield 81%.
Claims (9)
1. a kind of synthetic method of esters (I) compound with following structural formula, comprising following operating procedure：Fill the anti-of molysite
Answer in container, add acid amides, urea, the alcohol of different structure, acid, the solvent of catalytic amount are subsequently adding, under suitable reaction temperature
Stirring, reaction is washed after terminating with water or saturated salt solution, is then extracted with organic solvent, is dried, and vacuum distillation concentration is removed
Solvent, crude product obtains final product target product through pillar layer separation:
2. the synthetic method of ester compounds according to claim 1, it is characterised in that in described structure formula (I)：
R is C2~C8Straight chained alkyl, phenyl, 4- aminomethyl phenyls, 4- methoxyphenyls, 4- nitrobenzophenones, 4- hydroxy phenyls, 4-
Fluorophenyl, 4- chlorphenyls, 4- bromophenyls, 4- iodophenyls, 4- trifluoromethyls, 4- cyanophenyls, 3- aminomethyl phenyls, 2- thiophene
Base, 2- pyridine radicals, 1- naphthyls, 2- naphthyls, to phenyl.
R1It is C2~C8Straight chained alkyl, isopropyl, isopentyl, the tert-butyl group, cyclopenta, cyclohexyl, benzyl, to methyl-benzyl, right
Bromobenzyl, menaphthyl, 2- thenyls, 2- picolyls, phenyl, 4- aminomethyl phenyls, 4- methoxyphenyls, 4- nitrobenzophenones,
4- hydroxy phenyls, 4- fluorophenyls, 4- chlorphenyls, 4- bromophenyls, 4- iodophenyls, 4- trifluoromethyls, 4- cyanophenyls, 3- first
Base phenyl, 2- thienyls, 2- pyridine radicals, 1- naphthyls, 2- naphthyls, to phenyl.
3. the synthetic method of ester compounds according to claim 1, it is characterised in that described acid amides, Fe salt, acid rub
You are than being 1:[0.1-1.0]:[0.1-1.0].
4. the synthetic method of ester compounds according to claim 1, it is characterised in that described temperature be mainly 25 DEG C-
120℃。
5. the synthetic method of ester compounds according to claim 1, it is characterised in that the organic solvent is selected from N, N-
Dimethylformamide, n-hexane, hexamethylene, dimethyl sulfoxide, acetonitrile, 1,4- dioxane, tetrahydrofuran, toluene, N- methyl pyrroles
One or more in pyrrolidone, chlorobenzene, 1,2- dimethylbenzene or 1,2- dichloroethanes.
6. the synthetic method of ester compounds according to claim 1, it is characterised in that described catalyst be selected from Fe,
Fe2O3、Fe3O4、FeCl2、FeCl3、FeCl3·6H2O、Fe(NO3)3·6H2O、Fe2(SO4)3·H2In O one or two with
On.
7. the synthetic method of ester compounds according to claim 1, it is characterised in that described acid is mainly selected from benzene first
One or more in acid, phenylacetic acid, benzene sulfonic acid, trifluoroacetic acid, methyl α-naphthyl acetate, concentrated hydrochloric acid, concentrated nitric acid.
8. the synthetic method of ester compounds according to claim 1, it is characterised in that described acid amides or urea substrate master
If select benzamide, 4- methyl benzamides, 4 methoxy benzamides, 4- nitrobenzamides, 4- hydroxybenzamides,
4- fluorobenzamides, 4- chlorobenzamides, 4- brombenzamides, 4- iodobenzamides, 4- trifluoromethyl benzamides, 3- methyl
Benzamide, 4- itrile groups benzamide, 2- thiophene benzamide, 2- pyridines benzamide, 1- naphthalenes benzamide, 2- naphthalene benzoyls
Amine, acrylamide, to phenylbenzamaide, propionamide, pentanamide, N,N-dimethylformamide, N, N- dimethyl benzamides,
DMAC N,N' dimethyl acetamide, urea.
9. the synthetic method of ester compounds according to claim 1, it is characterised in that described alcohol or phenol is mainly and is selected from
C2~C8Straight-chain alkyl alcohol, isopropanol, isoamyl alcohol, the tert-butyl alcohol, cyclopentanol, cyclohexanol, benzylalcohol, to xylyl alcohol, to bromobenzyl
Alcohol, naphthalene methyl alcohol, 2- thenyl alcohols, 2- pyridinemethanols, phenol, 4- methylphenols, 4- metoxyphenols, 4- nitrophenols, 4- hydroxyls
Base phenol, 4- fluorophenols, 4- chlorophenols, 4- bromophenols, 4- iodophenols, 4- trifloro methyl phenols, 4- itrile groups phenol, 3- methylbenzenes
Phenol.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201710133702.0A CN106831285B (en) | 2017-03-08 | 2017-03-08 | Method for converting amide and urea into ester |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201710133702.0A CN106831285B (en) | 2017-03-08 | 2017-03-08 | Method for converting amide and urea into ester |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN106831285A true CN106831285A (en) | 2017-06-13 |
| CN106831285B CN106831285B (en) | 2020-08-11 |
Family
ID=59138129
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201710133702.0A Expired - Fee Related CN106831285B (en) | 2017-03-08 | 2017-03-08 | Method for converting amide and urea into ester |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN106831285B (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107353204A (en) * | 2017-06-14 | 2017-11-17 | 浙江嘉华化工有限公司 | A kind of new synthetic method of D dibenzoyl tartaric acids |
| CN109456185A (en) * | 2018-11-21 | 2019-03-12 | 上海大学 | Using N-Boc amide as the preparation method of Material synthesis ester type compound |
| CN112250577A (en) * | 2020-10-01 | 2021-01-22 | 银金达(上海)新材料有限公司 | Accelerated degradation catalyst and preparation method thereof |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4055590A (en) * | 1975-06-26 | 1977-10-25 | Rohm Gmbh | Method of making carboxylic acid esters |
| CN101440035A (en) * | 2007-11-22 | 2009-05-27 | 中国科学院兰州化学物理研究所 | Method for synthesizing organic carbonic ether |
| CN103687841A (en) * | 2011-08-19 | 2014-03-26 | 赢创罗姆有限公司 | Method for producing alpha-hydroxycarboxylic acid esters |
| CN107417594A (en) * | 2017-05-08 | 2017-12-01 | 凯莱英医药集团（天津）股份有限公司 | A kind of method of acid amides alcoholysis |
-
2017
- 2017-03-08 CN CN201710133702.0A patent/CN106831285B/en not_active Expired - Fee Related
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4055590A (en) * | 1975-06-26 | 1977-10-25 | Rohm Gmbh | Method of making carboxylic acid esters |
| CN101440035A (en) * | 2007-11-22 | 2009-05-27 | 中国科学院兰州化学物理研究所 | Method for synthesizing organic carbonic ether |
| CN103687841A (en) * | 2011-08-19 | 2014-03-26 | 赢创罗姆有限公司 | Method for producing alpha-hydroxycarboxylic acid esters |
| CN107417594A (en) * | 2017-05-08 | 2017-12-01 | 凯莱英医药集团（天津）股份有限公司 | A kind of method of acid amides alcoholysis |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107353204A (en) * | 2017-06-14 | 2017-11-17 | 浙江嘉华化工有限公司 | A kind of new synthetic method of D dibenzoyl tartaric acids |
| CN109456185A (en) * | 2018-11-21 | 2019-03-12 | 上海大学 | Using N-Boc amide as the preparation method of Material synthesis ester type compound |
| CN112250577A (en) * | 2020-10-01 | 2021-01-22 | 银金达(上海)新材料有限公司 | Accelerated degradation catalyst and preparation method thereof |
Also Published As
| Publication number | Publication date |
|---|---|
| CN106831285B (en) | 2020-08-11 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| Hajipour et al. | Brønsted acidic ionic liquid as an efficient and reusable catalyst for one-pot synthesis of 1-amidoalkyl 2-naphthols under solvent-free conditions | |
| CN106831285A (en) | The method that acid amides, urea are converted into ester | |
| Ahlburg et al. | An air-tolerant approach to the carbonylative Suzuki–Miyaura coupling: applications in isotope labeling | |
| Muskawar et al. | Carboxyl-functionalized ionic liquids based on Benzimidazolium cation: study of Hammett values and catalytic activity towards one-pot synthesis of 1-amidoalkyl naphthols | |
| CN104327008A (en) | Synthesis method of benzoxazole compound | |
| CN107973778A (en) | A kind of ruthenium catalysis aromatic ketone prepares method and the application of more virtue substitution naphthalene derivativeses with tolans cyclization | |
| CN103524320A (en) | Substituted benzophenone and preparation method thereof | |
| Phukan et al. | Direct synthesis of Cbz-protected β-amino ketones by iodine-catalyzed three-component condensation of aldehydes, ketones and benzyl carbamate | |
| JP5800554B2 (en) | Method for producing C1-C4 alkyl nitrite | |
| CN102516070B (en) | Method for preparing 2,2-bi(4-carboxylphenyl)hexafluoropropane under novel catalytic system | |
| CN105017065A (en) | Method for preparing aromatic azobenzene by utilizing aromatic amine oxidation | |
| CN102367230B (en) | Method for synthesizing nitrile from aldoxime | |
| CN106496056A (en) | A kind of synthetic method of arylamides | |
| CN103420747B (en) | The synthetic method of alkenes compounds | |
| CN105399710B (en) | A kind of synthetic method of the cyano group benzofuran compounds of 2 phenyl 3 | |
| CN103641741B (en) | Preparation method of pesticide intermediate malononitrile | |
| US20120323019A1 (en) | Method for carboxylizing aromates and hetetoaromates using co2 | |
| CN103601639A (en) | O-chlorobenzoic acid synthesis process | |
| WO2017124675A1 (en) | Method for using menthene diol to synthesise carvacrol | |
| CN102911073B (en) | N-(4-acetylenyl phenyl carbonyl)-L-phenylglycine ethyl ester and preparation method | |
| CN107954907A (en) | A kind of synthetic method of fragrance trifluoromethyl sulphones | |
| CN106187825A (en) | A kind of N, N diamides base replaces hydazone derivative and synthetic method | |
| CN105152946B (en) | A kind of method for efficiently, quickly synthesizing o-Aminobenzaldehyde | |
| CN104945222B (en) | The method that zinc chloride load HY molecular sieve catalytic toluene synthesizes ortho-chlorotolu'ene | |
| CN105175392A (en) | Carboxylic acid compounds containing thiophene structures and amide compounds containing thiophene structures and preparation method for carboxylic acid compounds and amide compounds |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PB01 | Publication | ||
| PB01 | Publication | ||
| SE01 | Entry into force of request for substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| GR01 | Patent grant | ||
| GR01 | Patent grant | ||
| CF01 | Termination of patent right due to non-payment of annual fee | ||
| CF01 | Termination of patent right due to non-payment of annual fee |
Granted publication date: 20200811 |