http://rdf.ncbi.nlm.nih.gov/pubchem/patent/GB-1283749-A
Outgoing Links
Predicate | Object |
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assignee | http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_4acae202b6a15394281949545e70d2f6 |
classificationCPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07F9-1651 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/A01N57-12 |
classificationIPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07F9-165 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/A01N57-12 |
filingDate | 1969-10-27-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
publicationDate | 1972-08-02-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
publicationNumber | GB-1283749-A |
titleOfInvention | Novel carbamylmethyldithiophosphates, processes for their preparation, and compositions incorporating them |
abstract | 1283749 Carbamylmethyldithiophosphate esters ROUSSEL-UCLAF 27 Oct 1969 [29 Oct 1968] 52479/69 Heading C2P The invention comprises carbamyl methyl dithiophosphates of the general formula wherein R<SP>1</SP> is a C 1 -C 7 alkyl radical, and R<SP>2</SP> and R<SP>3</SP> which may be the same or different are C 2 to C 7 alkenyl radicals. They may be obtained either (a) by reacting HalCH 2 CON(OR<SP>2</SP>)R<SP>3</SP>, wherein Hal is Cl or Br, in an organic solvent, with an alkali metal salt of the formula (R<SP>1</SP>O) 2 P(S)SX wherein X is an alkali metal, or (b) by reacting a functional derivative of the acids (R<SP>1</SP>O) 2 P(S)SCH 2 COOH, e.g. an acid chloride, anhydride, or mixed anhydride of the acid, with an O,N-dialkenyl hydroxylamine of the formula HN(OR<SP>2</SP>)R<SP>3</SP>, preferably in the presence of a basic agent, e.g. pyridine or triethylamine. The products have insecticidal and acaricidal properties and may be used in admixture with solid or liquid carriers or diluents, and optionally surface-active agents, e.g. in the form of powders, wettable powders, granules, suspensions, emulsions, or solutions. The potassium salt of O,O-dimethyl dithiophosphate is prepared by reacting O,O-dimethyl dithiophosphate in methanol with KOH. O,O - dimethyl - S - carboxymethyldithiophosphate is prepared by adding an aqueous solution of O,O-dimethyl dithiophosphate and an aqueous solution of KOH to a refluxing solution of monochloroacetic acid in chloroform and water. The product, after isolation, is converted to its acid chloride by reacting with oxalyl chloride at 60 C. in an anhydrous toluene medium. The acid chlorides may be obtained generally by reacting the acid with thionyl chloride or oxalyl chloride. Mixed anhydrides of the general formula (R<SP>1</SP>O) 2 P(S)SCH 2 CO.O.COR<SP>4</SP>, wherein R<SP>4</SP> is the acyl residue of a carboxylic acid, may be obtained by reacting R<SP>4</SP>COCl with an alkali metal salt of the acid (R<SP>1</SP>O) 2 P(S)SCH 2 COOH which may be prepared by reacting an alkali metal carbonate or hydroxide with the free acid. The mixed anhydrides may also be obtained by reacting the acid chloride R<SP>4</SP>COCl with the acid (R<SP>1</SP>O) 2 P(S)SCH 2 COOH in the presence of a tertiary base or by reacting the said acid with ketene to give the anhydride in which R<SP>4</SP> is CH 3 . |
priorityDate | 1968-10-29-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
type | http://data.epo.org/linked-data/def/patent/Publication |
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