http://rdf.ncbi.nlm.nih.gov/pubchem/patent/GB-678125-A
Outgoing Links
| Predicate | Object |
|---|---|
| assignee | http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_fd9f36df06271a59df790e5021907cdc |
| classificationCPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C331-28 |
| classificationIPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C331-28 |
| filingDate | 1950-12-01-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| publicationDate | 1952-08-27-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| publicationNumber | GB-678125-A |
| titleOfInvention | Novel isothiocyanates and process for the manufacture thereof |
| abstract | The invention comprises compounds of the formula <FORM:0678125/IV (b)/1> where R is a saturated or unsaturated aliphatic radical of 3-4 carbon atoms, other than allyl for which see Specifications 673,346 and 673,798. These compounds are made from m-aminophenol by converting the amino group into an isothiocyanate group by known methods and alkylating the hydroxy group, these steps being carried out in either order. The amino group is preferably acylated before the alkylation step, the acylamino group being hydrolysed before conversion into the isothiocyanate group. The hydroxyl group is converted into its alkali salt before alkylation, or else an acid-binding agent is used. Suitable alkylating agents are propyl, isopropyl, butyl, isobutyl, butenyl, methallyl and propinyl halides. The isothiocyanate group may be formed as follows: (1) m - aminophenol or m - alkoxyaniline is reacted with carbon disulphide and a base to give m-hydroxy- or alkoxy-phenyl dithiocarbamate, which yields the isothiocyanate by treatment with phosgene; (2) m-aminophenol or m-alkoxyaniline is reacted with thiophosgene in water or other inert solvent; (3) m-alkoxyphenyl dithiocarbamate prepared as above is reacted with chloroformic ester and the condensation product decomposed by heat. Examples show the production of (1) m-(b -methylallyloxy) - phenyl isothiocyanate via m-hydroxyphenyl isothiocyanate; (2) m-butyloxyphenyl isothiocyanate via the hydroxy compound, obtained through ammonium m-hydroxyphenyl dithiocarbamate; (3) m-propyloxyphenyl isothiocyanate from the dithiocarbamate (from m-propyloxyaniline) and ethyl chloroformate; (4) m-isopropyloxyphenyl isothiocyanate from m-isopropyloxyaniline; (5) m - butyloxyphenyl isothiocyanate from m-butyloxyaniline via the dithiocarbamate. In a further example, m-acetylaminophenol is converted successively into m-(b -methylallyloxy) - acetanilide, m - (b - methylallyloxy)-aniline and m-(b -methylallyloxy)-phenyl isothiocyanate. |
| isCitedBy | http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-2894013-A http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-2908705-A |
| priorityDate | 1949-12-21-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| type | http://data.epo.org/linked-data/def/patent/Publication |
Incoming Links
Total number of triples: 56.