http://rdf.ncbi.nlm.nih.gov/pubchem/patent/GB-845036-A
Outgoing Links
Predicate | Object |
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assignee | http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_7c1a80f111db7e1a0c6d146ed0fd9766 |
classificationCPCAdditional | http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C2602-44 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C2602-42 |
classificationCPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C17-30 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C17-25 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C08K5-03 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C08K5-02 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C08K5-101 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C17-358 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C17-278 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C63-68 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C67-08 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C67-293 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C67-333 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C67-347 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/A01N33-06 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C25-18 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C25-02 |
classificationIPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C08K5-03 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C08K5-02 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C17-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C51-093 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C08K5-101 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C17-30 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C17-358 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C17-25 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C25-02 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C25-18 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/A01N33-06 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C63-70 |
filingDate | 1958-01-03-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
publicationDate | 1960-08-17-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
publicationNumber | GB-845036-A |
titleOfInvention | Derivatives of hexachlorotoluene |
abstract | The invention comprises the following derivatives of a , a , a , 2, 3, 4-hexachlorotoluene:-methyl-hexachlorotoluene, mono- and di(hydroxymethyl) -hexachlorotoluene and the acetate of the monocompound, mono- and di(chloromethyl) - hexachlorotoluene, bromo - methyl-hexachlorotoluene, di-(methylamino hexachlorotoluene, dicarboxyhexachlorotoluene and its diethyl ester, carboxyethylhexachlorotoluene, (1-methyl, 1-hydroxyethyl) hexachlorotoluene, (1-hydroxy, 1-methylpropyl) hexachloro-toluene cyclopentyl-hexachlorotoluene, phenyl-hexachlorotoluene, and diaminophenyl-hexachlorotoluene. The invention also comprises the method of preparating the above-specified compounds by heating, at a temperature between 190 DEG and 295 DEG C., a substituted 1, 2, 3, 4, 7, 7-hexachlorobicyclo- (2.2.1)-2, 5-heptadiene having the structure <FORM:0845036/IV(b)/1> where R1 and R2 are the substituents desired in the product. The required hexachlorobicycloheptadiene may be prepared by reacting hexachlorocyclopentadiene with a derivative of acetylene. The molecular re-arrangement is preferably carried out at a temperature of 220 DEG -260 DEG C. In Example 1 hexachlorocyclopentadiene is heated with propargyl chloride at 110 DEG -145 DEG C.; and the resultant adduct is purified by distillation under reduced pressure. The adduct is then added gradually and with stirring to hexachlorocyclopentadiene-solvent which is preheated to 220 DEG C. The mixture is maintained at 220 DEG -235 DEG C. for 1 hour; and the solvent and unchanged adduct are then removed under reduced pressure. The crude product, viz. chloromethyl-a , a , a , 2, 3, 4,-hexachlorotoluene, is collected at 155-158 DEG C. at 0,8 mm. Hg. This product may be hydrolysed by sulphuric acid to give chloromethyl-2, 3, 4-trichlorobenzoic acid. Example 2 relates to the preparation of di(chloromethyl) hexachlorotoluene starting from hexachlorocyclopentadiene and 1,4-dichloro-2-butyne. Example 3 relates to the preparation of phenyl-a , a , a , 2, 3, 4-hexachlorotoluene starting from hexachlorocyclopentadiene and phenylacetylene. This compound has insecticidal activity (see Group VI). Example 4 relates to the preparation of the ethyl ester of carboxy-a , a , a , 2, 3, 4-hexachloro-toluene starting from hexachlorocyclopentadiene and ethyl propiolate. Example 5 relates to the preparation of the acetate of hydroxymethyl-a , a , a , 2, 3, 4-hexachlorotoluene starting from hexachlorocyclopentadiene and propargyl alcohol. Specification 756,535 is referred to.ALSO:Insecticidal compositions comprise phenyl-, a a , a , 2, 3, 4-hexachlorotoluene <FORM:0845036/VI/1> and other derivatives of hexachlorotoluene (see Group IV(b)), together with a wettable powder which is dispersed in water to give concentration of the active chemical of 0,2 to 0,4%. The composition is effective against Mexican Bean Beetle, Southern Army Worm, and pea aphids. In an example, the powder comprises 2% of sodium lauryl sulphate and 88% fullers earth. Specification 756,535 is referred to. |
priorityDate | 1957-01-08-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
type | http://data.epo.org/linked-data/def/patent/Publication |
Incoming Links
Total number of triples: 89.