http://rdf.ncbi.nlm.nih.gov/pubchem/patent/GB-709564-A
Outgoing Links
| Predicate | Object |
|---|---|
| assignee | http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_8857d9285f4a393618523d052bf765df |
| classificationCPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C47-52 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C47-55 |
| filingDate | 1951-03-29-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| inventor | http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_e7c16030d90672de4982bb79dfebf42d http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_34166e903ed7234f0589ce3d5d6f8f10 |
| publicationDate | 1954-05-26-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| publicationNumber | GB-709564-A |
| titleOfInvention | Improvements in or relating to the production of bis-alkoxyaryl halo-alkylidene compounds |
| abstract | Bis-alkoxy aryl halo-alkylidene compounds are prepared by contacting an aryl-alkyl or cycloalkyl ether containing at least one replaceable nuclear hydrogen atom with an a -halo alkanal or a compound yielding said alkanal under the reaction conditions, and a catalytic quantity of an organic sulphonic acid at a temperature sufficient to effect a water-producing condensation between two mols. of the ether and one mol. of the alkanal but not greater than approximately 125 DEG C. in the absence of sulphuric acid or oleum. Specified sulphonic acids are the mono- and polysulphonic acids of benzene, toluene, xylenes, cymenes, tert.-butyl benzene, chlorbenzene, naphthalene, methyl naphthalenes and diphenyl, aralkyl sulphonic acids, e.g. beta-phenyl ethane sulphonic acid and, preferably, C1-C5 alkane sulphonic acids which may be prepared as described in Specification 645,268. Suitable ethereal reactants are the methyl, ethyl, isopropyl, tert.-butyl, tert.-octyl, lauryl, n-hexadecyl, cyclopentyl, cyclohexyl, methyl cyclopentyl and methyl cyclohexyl ethers of phenol, nuclear substituted phenols, naphthols and hydroxy diphenyls and also the alkyl or cycloalkyl ethers of polyhydroxy aryl compounds such as resorcinol, pyrogallol, catechol, dihydroxy naphthalenes and dihydroxy diphenyls, e.g. catechol diethyl ether and 1 : 3-benzodioxol. Specified a -halo alkanals which may be used as such or in the form of their acetals, alcoholates or hydrates, are chloral, tribromacetaldehyde, monofluoroacetaldehyde, difluorchloracetaldehyde, dichlorofluoroacetaldehyde, dibromoacetaldehyde, a - chloropropionaldehyde, a - dichlorobutyraldehyde, a - chlorononanal, a - iodononanal, a - dichloroheptanal and a -bromo-octanal. The mol. ratio of the ether to the alkanal may be varied between about 1 and 6, preferably between 2 and 2.5. The mol. ratio of catalyst to alkanal may be as high as 12 if the water of reaction is not removed and otherwise may be 0.1 or lower. Reaction temperatures are generally above 10-15 DEG C. but not more than 120-125 DEG C. The reactants are mixed vigorously, e.g. by means of mechanical agitation or passage through orifice mixers. The water of reaction may be removed as formed by distilling it at suitable temperatures and pressures and, if desired, inert entrainers or azeotropic materials, e.g. n-heptane, benzene, toluene, chloroform or ethyl acetate may be used. In an example, chloral and anisole are reacted together in presence of ethane sulphonic acid to yield 1,1,1-trichloro-2,2-bis-(para-methoxyl phenyl) ethane. One or more ethers may be reacted with one or more alkanals giving mixed reaction products such as 1,1,1-trichloro-2-methoxyphenyl, 2 (3,4-dioxymethylene-phenyl) ethane from the reaction of anisole and catechol methylene ether with chloral; this product and the ethoxy analogue of D.D.T. are stated to be insecticides. |
| priorityDate | 1951-03-29-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| type | http://data.epo.org/linked-data/def/patent/Publication |
Incoming Links
Total number of triples: 80.