http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-4405790-A

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assignee http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_11c60609cb0d322050213a376ea65ae2
classificationCPCInventive http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D213-74
http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D213-73
classificationIPCInventive http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D213-74
http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D213-73
filingDate 1982-04-08^^<http://www.w3.org/2001/XMLSchema#date>
grantDate 1983-09-20^^<http://www.w3.org/2001/XMLSchema#date>
inventor http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_c94fe526deb985807a7c394b6b3d8cea
http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_0744401edf36f1cf2f95ed2d5f4011cb
publicationDate 1983-09-20^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber US-4405790-A
titleOfInvention Process for preparing 2-alkylamino- and 2-amino-5-alkylpyridines
abstract An improved process for preparing the 2-alkylamino-5-alkylpyridine and 2-amino-5-alkylpyridine amination products of 3-alkylpyridines, comprising the step of initially reacting the base directly with the sodium salt of a primary alkylamine to produce the 2-alkylamino form, wherein the alkyl group in each reactant has from 1 to about 20 carbon atoms. The sodium salt is preferably preformed in situ by adding the alkylamine to a dispersion of sodium in an organic solvent heated to about 100 DEG -120 DEG C. The substituted amination preferably proceeds at a temperature of about 100 DEG -140 DEG C. in a solvent such as toluene and under an inert nitrogen atmosphere. The ratio of 2,5-:2,3- isomer products of the reaction is up to about 10:1 or more, with the effective yield of the 2,5-alkylated isomer being about 25% or more. This recovered 2-alkylamino-5-alkylpyridine product is readily dealkylated by reaction with hydrobromic or hydriodic acid with or without the presence of a pyridine hydrohalide salt to obtain the 2-amino-5-alkylpyridine product which has proven uses in herbicidal, insecticidal and pharmaceutical applications.
isCitedBy http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-5332824-A
http://rdf.ncbi.nlm.nih.gov/pubchem/patent/EP-0569701-A1
http://rdf.ncbi.nlm.nih.gov/pubchem/patent/WO-9600216-A1
http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-7323474-B2
http://rdf.ncbi.nlm.nih.gov/pubchem/patent/CN-106496105-B
http://rdf.ncbi.nlm.nih.gov/pubchem/patent/CN-106496105-A
http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-2004209894-A1
http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-4652650-A
http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-5808081-A
http://rdf.ncbi.nlm.nih.gov/pubchem/patent/CN-111778720-A
priorityDate 1982-04-08^^<http://www.w3.org/2001/XMLSchema#date>
type http://data.epo.org/linked-data/def/patent/Publication

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