http://rdf.ncbi.nlm.nih.gov/pubchem/patent/GB-1157316-A
Outgoing Links
| Predicate | Object |
|---|---|
| assignee | http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_9f00cce8f41ee43bad943d683e41e6e3 |
| classificationCPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07F9-2487 |
| classificationIPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07F9-24 |
| filingDate | 1966-06-29-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| publicationDate | 1969-07-09-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| publicationNumber | GB-1157316-A |
| titleOfInvention | Reaction products of chlorourea and tertiary phosphite esters |
| abstract | 1,157,316. Dialkyl ureidophosphonates and thiophosphonates. ARMOUR AGRICULTURAL CHEMICAL CO. 29 June, 1966 [2 July, 1965], No. 29263/66. Heading C2C. Dialkyl ureidophosphonates and dialkyl ureidothiophosphonates are obtained by reacting chlorourea and a trialkyl phosphite or a trialkyl mono-, di-, or tri-phosphite ester in an aprotic solvent, cooling the reagents during reaction and recovering the resulting product. The products are of the formulµ wherein R is alkyl, and the invention includes as new products (a) dialkyl ureidophosphonates including the dimethyl, diethyl and di-nbutyl esters and (b) dialkyl ureidothiophosphonates including diethyl ureido mono-, di-, and tri-thiophosphonates. The reaction is preferably carried out at between 0 and 20 C. and suitable aprotic solvents include acetonitrile, tetrahydrofuran and dioxane. The chlorourea can be used directly or can be prepared in situ, e.g. by chlorination in acetonitrile of a urea slurry, preferably at between - 5 and 0 C. Excess urea may be used in the latter reaction, the unreacted urea serving as a buffer to improve the stability of the chlorourea-acetonitrile system. The sodium salts of the products can be formed by reacting them with sodium or sodium amide in liquid ammonia. Triphenyl phosphine reacts with chlorourea to form a stable phosphonium salt: (C 6 H 5 )P<SP>+</SP>-NH.CONH 2 Cl-, which hydrolyses readily in water to form triphenyl phosphine oxide and urea. The phosphonium salt also reacts with butyl lithium or sodium alkoxide to form the corresponding phosphinimine derivative (C 6 H 5 ) 3 P = N-CONH 2 . |
| priorityDate | 1965-07-02-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| type | http://data.epo.org/linked-data/def/patent/Publication |
Incoming Links
Total number of triples: 49.