GB818299A - Improvements in and relating to a process of preparing disubstituted amides of alkoxy-substituted phenol-carboxylic acids - Google Patents
Improvements in and relating to a process of preparing disubstituted amides of alkoxy-substituted phenol-carboxylic acidsInfo
- Publication number
- GB818299A GB818299A GB15435/58A GB1543558A GB818299A GB 818299 A GB818299 A GB 818299A GB 15435/58 A GB15435/58 A GB 15435/58A GB 1543558 A GB1543558 A GB 1543558A GB 818299 A GB818299 A GB 818299A
- Authority
- GB
- United Kingdom
- Prior art keywords
- alkoxy
- reactants
- acid
- carboxylic acids
- protected
- 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.)
- Expired
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C233/00—Carboxylic acid amides
- C07C233/01—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
- C07C233/12—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by halogen atoms or by nitro or nitroso groups
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention comprises a process for the preparation of dialkylamides of alkoxy phenol carboxylic acids, which includes the step of reacting an alkoxy phenolcarboxylic acid whose phenolic hydroxy group is protected, at an elevated temperature, with a dialkyl carbamic acid halide. The phenolic hydroxy group may be protected in a known manner, e.g. by etherification, preferably benzylation, or esterification, preferably acetylation or benzoylation. At the end of the reaction, the protecting group may be eliminated by known methods. If an acyl group is present, an alkaline treatment of the disubstituted amide is preferred, and this may be carried out directly in the reaction mixture, prior to the isolation of the diamide. The process of the invention may be carried out by mixing the reactants, in the presence or absence of a solvent or diluent and heating the mixture, preferably to 100-110 DEG C. for several hours. The reaction mixture is preferably thoroughly mixed. Equimolar quantities of the reactants or an excess of the dialkylcarbamic acid halide may be employed. Examples are given of the preparation of vanillic acid diethylamide from chloro-formic acid diethylamide and acetylvanillic acid, using varying proportions of reactants.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| AT818299X | 1957-05-17 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB818299A true GB818299A (en) | 1959-08-12 |
Family
ID=3681526
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB15435/58A Expired GB818299A (en) | 1957-05-17 | 1958-05-14 | Improvements in and relating to a process of preparing disubstituted amides of alkoxy-substituted phenol-carboxylic acids |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB818299A (en) |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3064049A (en) * | 1959-12-23 | 1962-11-13 | Gen Aniline & Film Corp | Tri-hydroxy-naphthanilides |
| US3214469A (en) * | 1958-01-15 | 1965-10-26 | Polaroid Corp | Dihydroxyphenylalkanoic acid amide derivatives |
| US3221052A (en) * | 1963-03-01 | 1965-11-30 | Theodore E Majewski | Salicylanilide process |
| US3221051A (en) * | 1963-03-01 | 1965-11-30 | Theodore E Majewski | Purification of salicylanilide |
| US3231611A (en) * | 1963-03-01 | 1966-01-25 | Dow Chemical Co | Purification of salicylanilide |
| US4543213A (en) * | 1978-07-24 | 1985-09-24 | The United States Of America As Represented By The United States Department Of Energy | Process for preparing 2,3-dihydroxybenzoic acid amides of tetraazaalkanes and cycloalkanes |
-
1958
- 1958-05-14 GB GB15435/58A patent/GB818299A/en not_active Expired
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3214469A (en) * | 1958-01-15 | 1965-10-26 | Polaroid Corp | Dihydroxyphenylalkanoic acid amide derivatives |
| US3064049A (en) * | 1959-12-23 | 1962-11-13 | Gen Aniline & Film Corp | Tri-hydroxy-naphthanilides |
| US3221052A (en) * | 1963-03-01 | 1965-11-30 | Theodore E Majewski | Salicylanilide process |
| US3221051A (en) * | 1963-03-01 | 1965-11-30 | Theodore E Majewski | Purification of salicylanilide |
| US3231611A (en) * | 1963-03-01 | 1966-01-25 | Dow Chemical Co | Purification of salicylanilide |
| US4543213A (en) * | 1978-07-24 | 1985-09-24 | The United States Of America As Represented By The United States Department Of Energy | Process for preparing 2,3-dihydroxybenzoic acid amides of tetraazaalkanes and cycloalkanes |
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