GB448788A - Improvements in the manufacture and production of aromatic or heterocyclic carboxylic acid amides of high molecular weight - Google Patents
Improvements in the manufacture and production of aromatic or heterocyclic carboxylic acid amides of high molecular weightInfo
- Publication number
- GB448788A GB448788A GB3582134A GB3582134A GB448788A GB 448788 A GB448788 A GB 448788A GB 3582134 A GB3582134 A GB 3582134A GB 3582134 A GB3582134 A GB 3582134A GB 448788 A GB448788 A GB 448788A
- Authority
- GB
- United Kingdom
- Prior art keywords
- chloride
- yield
- pyrene
- carboxylic amide
- carbamyl
- 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
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/77—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
A carboxylic amide group is introduced into organic compounds containing at least four condensed nuclei by reacting such compounds with carbamyl chloride or its alkyl substitution products in the presence of a catalyst of the Friedel-Craft type. The carbamyl chlorides may be taken as such or in the form of their stable compounds with catalysts of the Friedel-Craft type (cf. Specification 449,100); reagents which yield carbamyl chloride, e.g. potassium cyanate and anhydrous hydrogen chloride, may also be used. Specified polynuclear compounds are pyrene, chrysene, perylene, fluoranthene, triphenylene, naphthanthracene and brasane and their halogen, alkyl, aryl or aralkyl substitution products, and also naphthofluorene, isochrysofluorene, naphthacene, 1 : 2-benzoanthracene, and picene. The reaction may be effected at a raised temperature in a solvent or diluent, a number of which are specified. The amides obtained may be saponified to yield the corresponding acids. In the examples: (1) pyrene and methylcarbamyl chloride in the presence of aluminium chloride yield pyrene-3-carboxylic acid methylamide, from which the acid is obtainable by alkaline saponification; if methylcarbamyl chloride is replaced by potassium cyanate and dry hydrogen chloride is led into the mixture, pyrene-3-carboxylic amide is obtained; amides are obtainable similarly from 3-chloropyrene, 3- or 4-methylpyrene, perylene, naphthofluorene, isochrysofluorene, naphthacene and picene; (2) chrysene and methylcarbamyl chloride, brought to reaction as in example 1, yield a chrysene carboxylic acid methylamide; (3) fluoranthene and carbamyl chloride in the presence of aluminium chloride yield a fluoranthene carboxylic amide, from which the corresponding acid is obtainable by saponification; (4) a triphenylene carboxylic amide is prepared as in example 3, and may be saponified to yield the corresponding acid; (5) a brasane carboxylic amide is prepared as in example 3. Other specified catalysts are iron chloride and boron fluoride.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB3582134A GB448788A (en) | 1934-12-13 | 1934-12-13 | Improvements in the manufacture and production of aromatic or heterocyclic carboxylic acid amides of high molecular weight |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB3582134A GB448788A (en) | 1934-12-13 | 1934-12-13 | Improvements in the manufacture and production of aromatic or heterocyclic carboxylic acid amides of high molecular weight |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB448788A true GB448788A (en) | 1936-06-15 |
Family
ID=10381875
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB3582134A Expired GB448788A (en) | 1934-12-13 | 1934-12-13 | Improvements in the manufacture and production of aromatic or heterocyclic carboxylic acid amides of high molecular weight |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB448788A (en) |
-
1934
- 1934-12-13 GB GB3582134A patent/GB448788A/en not_active Expired
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US2848504A (en) | Alkyl hexafluorocyclobutanes and process for preparing them | |
| US2390470A (en) | Preparation of alpha, beta-dichloropropionitrile | |
| US3240792A (en) | Tetrafluorophthalic acids and derivatives | |
| US2802028A (en) | Preparation of polyfluorocarboxylic acids and amides from 1, 1-difluoro-1-alkenes, alkali metal cyanides and water | |
| GB448788A (en) | Improvements in the manufacture and production of aromatic or heterocyclic carboxylic acid amides of high molecular weight | |
| US2810688A (en) | Process for preparation of poly(perchloromethyl) benzenes | |
| US3284484A (en) | Fluorinated aromatic nitriles and preparation thereof | |
| GB782084A (en) | Process for the preparation of alkyl-aryl compounds | |
| US3322822A (en) | Preparation of halosulfonyl benzoyl halides | |
| GB583634A (en) | Production of chlorinated hydrocarbons | |
| GB623227A (en) | Improvements in or relating to the production of 3, 3, 3-trifluoro-1, 1, 2-trichloropropene-1 | |
| US2388813A (en) | Aliphatic dibasic acids | |
| GB723592A (en) | Process for producing meta-dichlorobenzene | |
| US2195289A (en) | 2- and 2:7-di-alkylarylcarbamylfluorenes and fluorene-2- and 2:7-di-carboxylic acids and a process of making them | |
| US2365638A (en) | Sulphonation of organic compounds | |
| GB691520A (en) | o-hydroxyaryl dihalotriazines | |
| SU129653A1 (en) | Method of producing hexafluoroisobutyric acid | |
| US891708A (en) | Process of producing indoxylic compounds. | |
| US1639725A (en) | X t iv t y | |
| US2072237A (en) | Manufacture of aromatic carboxylic derivatives | |
| US2653947A (en) | Process for preparing the n-carboxyphenylalanine anhydrides | |
| US1699671A (en) | 4'-halogen-2-benzoylbenzoic acid intermediates | |
| SU62805A1 (en) | The method of producing organic acid chlorides | |
| GB347989A (en) | ||
| GB803406A (en) | Improvements in the production of alpha-chloracrylic acid esters |