http://rdf.ncbi.nlm.nih.gov/pubchem/patent/GB-895147-A
Outgoing Links
Predicate | Object |
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assignee | http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_024c755843d88b55214e8fcbd3615e38 |
classificationCPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C333-02 |
classificationIPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C333-02 |
filingDate | 1958-07-14-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
publicationDate | 1962-05-02-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
publicationNumber | GB-895147-A |
titleOfInvention | Method of producing thiocarbamates and thiocarbonates |
abstract | An ester of a thiocarbamic or thiocarbonic acid is prepared by mixing together an alkanol or an alkyl or aryl mono- or di-mercaptan with urea, thiourea or an alkyl, cycloalkyl or aryl mono- or unsymmetrical di-substituted urea or thiourea, one of the compounds containing sulphur, reacting a source of BF3 with the mixture at a temperature of from 35 DEG C. to 200 DEG C. until at least one molar equivalent of BF3 based on the amount of urea or thiourea used has been taken up in the reaction and thereafter separating the resulting thiocarbamate or thiocarbonate ester from the reaction mixture. Thiocarbamates are first formed and then thiocarbonates when more than one mole of BF3 has reacted. Thiourea and an alkanol yield a thionocarbamate and, with continued reaction, a mono-thiocarbonate. Thiourea and a mercaptan yield firstly a di-thiocarbamate and then a trithiocarbonate. Urea and a mercaptan yield firstly a thiolcarbamate and then a dithiocarbonate. A resulting monothiono or monothiol-carbamate may be mixed with an alkanol or an alkyl or aryl mono- or di-mercaptan and the mixture reacted with BF3 at 35 DEG C. to 200 DEG C. to give, respectively, a monothionocarbonate, a monothiol-thionocarbonate, a monothiolcarbonate and a di-thiolcarbonate. Similarly, a resulting dithiocarbamate mixed with an above-defined mercaptan may be reacted with BF3 to give a trithiocarbonate. The reactions are deaminations and may be effected in the presence of inert solvents and under reduced pressure. In Examples (1) to (8), BF3 is reacted in up to one molar amount with thiourea and methanol, ethanol, propanol, isopropanol or butanol; with ethanol and N-cyclohexyl thiourea; with urea and propyl mercaptan, and with thiourea and propyl mercaptan, yielding the appropriate thiocarbamates. In Example (9), a 1 : 4 molar mixture of urea and ethyl mercaptan is reacted with 2 moles of BF3 to give diethyl dithiol carbonate. In place of BF3, there may be used BF3, NH3, BF4, NH4, BF3 etherates, and complexes of the type (H2NCONH2)xBF3 wherein x is a whole number from 1 to 4. Other specified reactants include methyl and unsym.-dimethyl thioureas, butyl and phenyl ureas, stearyl alcohol, dodecyl mercaptan and 1,2-ethane dithiol. Specification 840,866 is referred to. |
priorityDate | 1958-05-12-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
type | http://data.epo.org/linked-data/def/patent/Publication |
Incoming Links
Total number of triples: 55.