GB667122A - Improvements in or relating to production of compounds of the thiohydantoin series - Google Patents
Improvements in or relating to production of compounds of the thiohydantoin seriesInfo
- Publication number
- GB667122A GB667122A GB12068/49A GB1206849A GB667122A GB 667122 A GB667122 A GB 667122A GB 12068/49 A GB12068/49 A GB 12068/49A GB 1206849 A GB1206849 A GB 1206849A GB 667122 A GB667122 A GB 667122A
- Authority
- GB
- United Kingdom
- Prior art keywords
- methyl
- dithiohydantoin
- dimethyl
- general formula
- hydroxy
- 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
Landscapes
- Investigating Or Analyzing Non-Biological Materials By The Use Of Chemical Means (AREA)
Abstract
Dithiohydantoins of the general formula <FORM:0667122/IV (b)/1> where R1 and R2 are aliphatic radicals containing up to 4 carbon atoms are prepared by reacting an a -hydroxy-nitrile of the general formula <FORM:0667122/IV (b)/2> with carbon disulphide in an ammoniacal medium. In an example a -hydroxy-isobutyronitrile is reacted with carbon disulphide and ammonia in alcohol solution to give 5 : 5-dimethyl - 2 : 4 - dithiohydantoin. The a -hydroxy nitriles of the above general formula are made by reacting hydrocyanic acid with an aldehyde or ketone of the formula R1.CO.R2. The Specification as open to inspection under Sect. 91 includes also the formation of the following derivatives of the above dithiohydantoins. (1) The 4-methyl-thio ether by treatment of the 5 : 5-dimethyl-2 : 4-dithiohydantoin with methyl iodide followed by reaction with sodium bicarbonate. (2) A monothiohydantoin by hydrolysis of the above 4-methyl thio ether with dilute mineral acid. (3) The sodium, calcium, strontium and magnesium salts of the 5 : 5-dimethyl-2 : 4-dithiohydantoin by treatment with the corresponding alkali or alkaline earth metal base. (4) The 2-methyl, or 2-benzyl 5 : 5-dimethyl-2 : 4-dithiohydantoin is prepared by forming the sodium salt as above and treating with methyl or benzyl iodide. (5) The 4-imino compound is formed when the dithiohydantoin is treated with aqueous ammonia. (6) The imino compound formed as above is converted by direct alkylation followed by hydrolysis to the 4-imino hydantoin. (7) If instead of ammonia as in (5) above there is used hydroxylamine, the corresponding oxime is formed. Similarly hydrazine forms the hydrazone. The 5 : 5-dimethyl - 2 - thio - hydantoin - 4 - hydrazone may be used as a reagent for detecting ketones, and the compounds formed with acetone and methyl-ethyl ketone and formaldehyde are described. This subject-matter does not appear in the Specification as accepted.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR667122X | 1948-05-12 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB667122A true GB667122A (en) | 1952-02-27 |
Family
ID=9014234
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB12068/49A Expired GB667122A (en) | 1948-05-12 | 1949-05-05 | Improvements in or relating to production of compounds of the thiohydantoin series |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB667122A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4189587A (en) * | 1977-04-05 | 1980-02-19 | Ciba-Geigy Corporation | 1,3-Diaminomethyl-hydantoin additives for lubricating oils |
| US4342851A (en) * | 1980-03-03 | 1982-08-03 | Osaka Soda Co. Ltd. | Curable composition of halogen-containing polymer |
-
1949
- 1949-05-05 GB GB12068/49A patent/GB667122A/en not_active Expired
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4189587A (en) * | 1977-04-05 | 1980-02-19 | Ciba-Geigy Corporation | 1,3-Diaminomethyl-hydantoin additives for lubricating oils |
| US4342851A (en) * | 1980-03-03 | 1982-08-03 | Osaka Soda Co. Ltd. | Curable composition of halogen-containing polymer |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| GB716327A (en) | New heterocyclic compounds | |
| GB667122A (en) | Improvements in or relating to production of compounds of the thiohydantoin series | |
| GB1489803A (en) | Aminoacetamides and a process for their preparation | |
| GB934292A (en) | Process for the preparation of heterocyclic compounds | |
| GB1132621A (en) | Process for preparing cephalosporin c antibiotics | |
| ES319653A1 (en) | A procedure for the preparation of imidazole derivatives. (Machine-translation by Google Translate, not legally binding) | |
| ES320841A1 (en) | Process for preparing azines | |
| GB1410462A (en) | Aminobenzhydroxamic acids and their salts and process for their preparation and their fungicidal and microbicidal use | |
| GB1199687A (en) | Process for Preparing 1,3-Dimethylol-4,5-Dihydroxy-2-Imidazolidinone | |
| GB562216A (en) | Improvements in and relating to the manufacture of water soluble derivatives of 4:4-diaminodiphenylsulphone | |
| GB1012006A (en) | Alkylated 3-alkylamino-isoxazoles and a process for the manufacture and conversion thereof | |
| GB855193A (en) | Improvements in or relating to the manufacture of derivatives of nitrofurfuraldehyde | |
| GB999595A (en) | Improvements in or relating to oximes and the manufacture thereof | |
| GB1104323A (en) | 3-phenylpyrrole derivatives and process for preparing the same | |
| GB633459A (en) | A process for the manufacture of n-(p-arsenosobenzyl)-glycine-amide and salts thereof | |
| GB722024A (en) | Production of alpha-hydroxy-gamma-mercapto-carboxylic acids and salts thereof and compositions containing the same | |
| GB790066A (en) | Preparation of semicarbazones | |
| GB896089A (en) | Derivatives of thiamine and their production | |
| GB653775A (en) | Process for the manufacture of nitrogen-containing derivatives of hexoses and of compositions and baths containing the same | |
| GB700720A (en) | Improvements in and relating to thiosemicarbazones of pyridine aldehydes | |
| GB679894A (en) | Production of thiosemicarbazones | |
| GB645429A (en) | Improvements in and relating to methods for the production of sulphanilic acid amidecompounds | |
| GB677540A (en) | Improvements in or relating to the manufacture of benziminazoles | |
| GB613957A (en) | Process for combating pests and compostions and spraying liquids suitable therefor | |
| GB1163684A (en) | Process for the Preparation of Nitrilotriacetonitrile and Related Compounds. |