http://rdf.ncbi.nlm.nih.gov/pubchem/patent/GB-955961-A
Outgoing Links
Predicate | Object |
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assignee | http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_19aaaa9f91b7bf94ef9bdd9425970c0c |
classificationCPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/G03C1-12 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D235-08 |
classificationIPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D235-08 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/G03C1-12 |
filingDate | 1959-09-24-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
inventor | http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_7d91007254e2e688634101538d188aa7 http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_03765b199f9dea4b42172511c0d85578 http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_7707a0c663ed134074f53b29c2ca2301 http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_01e5fd90279a7482a4927dc7c10d279a |
publicationDate | 1964-04-22-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
publicationNumber | GB-955961-A |
titleOfInvention | Benzimidazole derivatives |
abstract | The invention comprises benzimidazole derivatives of the general formula: <FORM:0955961/C2/1> in which R1 is a lower alkyl group or an acyloxy-alkylene group, R2 is a methyl group and R3, R4 and R5 each represents a hydrogen atom, a chlorine atom, a bromine atom, a fluorine atom, a carbalkoxy group, a cyano group, an amino group, a nitro group or a phenyl group, at least one of the radicals R3, R4 and R5 representing a fluorine atom, a carbalkoxy group, a cyano group or a phenyl group. The compounds may be made by reducing and cyclising o-nitroaniline or o-nitroacetanilide derivatives carrying the above specified substituents. The reduction of the nitro group is carried out, e.g. by treatment with hydrogen under pressure in the presence of Raney nickel. The cyclisation of the amino compound produced may be effected by treatment with acetic acid. The reduction and cyclisation may be carried out in one step by using a reducing agent such as stannous chloride or metallic zinc in the presence of hydrochloric acid and acetic acid. Alternatively, the benzimidazole derivatives containing a fluoro-, a chloro- or a cyano-substituent may be made by diazotizing the corresponding benzimidazole compounds and treating them by known methods to convert the diazonium compound to the corresponding fluoro-, chloro, or cyano benzimidazoles. Examples are given of the preparation of (a) 1-ethyl -2- methyl -5- phenyl benzimidazole; (b) 1-ethyl -2-methyl -5- fluoro benzimidazole; (c) 1-ethyl -2- methyl- -5- chloro -6- fluoro benzimidazole; (d) 1-ethyl -2- methyl -5- fluoro-6- nitro benzimidazole; (e) 1-ethyl -2- methyl -5-fluoro -6- amino benzimidazole; (f) 1-ethyl 1-2-methyl -5- fluoro -6- chloro benzimidazole; (g) 1-ethyl -2- methyl -5- cyano benzimidazole; (h) 1-ethyl -2- methyl -5- chloro -6- cyano benzimidazole; (j) 1-ethyl -2- methyl -5- fluoro -6-cyano benzimidazole; (k) 1-ethyl -2- methyl -6-cyano benzimidazole; (l) 1-ethyl -2- methyl -7-cyano benzimidazole; (m) 1-(b -acetoxyethyl)-2-methyl -5- cyano benzimidazole; and (n) 1-ethyl -2- methyl -7- carbethoxy benzimidazole. Specification 955,962 is referred to. |
isCitedBy | http://rdf.ncbi.nlm.nih.gov/pubchem/patent/WO-2019180444-A1 http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-3448171-A http://rdf.ncbi.nlm.nih.gov/pubchem/patent/JP-2015516977-A http://rdf.ncbi.nlm.nih.gov/pubchem/patent/CN-112154143-A |
priorityDate | 1959-09-24-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
type | http://data.epo.org/linked-data/def/patent/Publication |
Incoming Links
Total number of triples: 70.