http://rdf.ncbi.nlm.nih.gov/pubchem/patent/GB-778514-A
Outgoing Links
Predicate | Object |
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assignee | http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_6b6fc801b5bfe5304ffa40d938db6e09 |
classificationCPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D295-088 |
classificationIPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D295-088 |
filingDate | 1956-01-12-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
publicationDate | 1957-07-10-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
publicationNumber | GB-778514-A |
titleOfInvention | Improvements in and relating to basic acetals |
abstract | The invention comprises formals of the structure R.O.CH2.O.A.NR1R11 where A is C2-C4 alkylene, R is a hydrocarbon radical of at least 4 carbon atoms (in which any benzene nuclei may be halogen substituted) and R1 and R11 are C1-C4 alkyl or together form an alkylene chain which may be interrupted by O. The formals are made by reacting chloromethyl ethers R.O.CH2Cl with the alkali compounds of the appropriate amino-alkanols, preferably in an inert solvent below 25 DEG C. Examples give the preparation of cyclohexyl b -dimethylaminoethyl formal, n-hexyl b -pyrrolidinoethyl formal, n-hexyl b -diethylaminoethyl formal, n-hexyl g -dimethylaminopropyl formal and n-butyl b -dimethylamino-isopropyl formal. Other products are mentioned containing additionally R= n-octyl, 2-ethylhexyl, n-decyl and benzyl, and N.R1R11=di - n - butylamino, di - isobutylamino, piperidino, morpholino and dipropylamino. Various alkyl, cycloalkyl, aralkyl and aryl groups are also specified for R, and other groups also for NR1R11. Chloromethyl ethers.-R.O.CH2Cl where R is alkyl, cycloalkyl or aralkyl are made by adding ROH to paraformaldehyde and reacting with hydrogen chloride. Aromatic chloromethyl ethers are made by chlorinating aromatic methyl ethers at 190-200 DEG C. in the presence of phosphorus pentachloride. U.S.A. Specification 2,511,476 is referred to.ALSO:Insecticidal compositions comprise basic formals of the structure R.O.CH2O.A.NR1R1, and a carrier, e.g. in the form of dusts, emulsions or concentrates therefor, solutions in organic solvents such as kerosene, or aerosols in carriers such as difluorodichloromethane; in the formula A is C2 - C4 alkylene, R is a hydrocarbon radical of at least 4 carbon atoms (in which any benzene nuclei may be halogen substituted) and R1 and R11 are C1 - C4 alkyl or together form an alkylene chain which may be interrupted by O. Examples show (1) n - hexyl b - diethylaminoethyl formal with talc and optionally an adhesive; (2) cyclohexyl b - piperidinoethyl formal with (a) sulphite waste liquor residue, or sodium butylnaphthalene sulphonate with blood albumen, and (b) a carrier such as chalk, kaolin or bentonite; (3) n - hexyl b - pyrrolidinoethyl formal in a solvent (e.g. benzene, toluene, xylene, acetone, low alkanols, petroleums) and emulsifier, e.g. fatty acid ester sulphonates (e.g. butyl ricinolate sulphonate), quaternary ammonium compounds, or alkyl or alkaryl polyglycol ethers; (4) n - octyl b - dimethylaminoethyl formal in kerosene; (5) n - hexyl b - diethylaminoethyl formal in petroleum, difluorodichloromethane and fluorotrichloromethane. Other suitable formals are mentioned. Other insecticidal, acaricidal or fungicidal materials may also be present. |
priorityDate | 1955-01-14-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
type | http://data.epo.org/linked-data/def/patent/Publication |
Incoming Links
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