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http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_534277902585fed0d94907a52be009a6
classificationCPCInventive http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C335-04
http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C275-70
http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C273-1809
classificationIPCInventive http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C335-04
http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C273-18
http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C275-70
filingDate 1971-07-05-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationDate 1974-06-19-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber GB-1357425-A
titleOfInvention Process for the n-substitution of ammonia and amines
abstract 1357425 Process for the N-substitution of ammonia and amines H G VIEHE and Z JANOUSEK 5 July 1971 [4 July 1970] 31350/71 Heading C2C The invention comprises a process for N- substitution of ammonia or primary or secondary amines by reacting a compound of Formula I in which R<SP>1</SP> and R<SP>2</SP> may be the same or different and represent a hydrogen atom, or an alkyl, cycloalkyl, aralykl, or aryl group, or together with the adjacent N atom form a heterocyclic ring, with a compound of Formula II in which R<SP>3</SP> represents an alkyl group of 1-18 carbon atoms or the two R<SP>3</SP> substituents, together with the adjacent N atom, represent a heterocyclic ring, in a substantially anhydrous medium. The reaction is generally carried out at a temperature in the range -50-about 150‹ C. and the reaction medium may be provided by the use of a large excess of compound I if this is liquid, or liquefiable, or by the use of an organic solvent which is inert to the reactants, specified compounds I are methylamine, ethylamine, propylamine, butylamine, octadecylamine, dipropylamine, cyclohexylamine, aniline, dimethylamine, diethylamine, dicyclohexylamine, diphenylamine, methylaniline, alkylene diamines of 2-6 carbon atoms, p,p<SP>1</SP> - diaminodiphenylmethane, p - nitroaniline, 2,4 - dinitroaniline, p.amino benzoic acid esters, piperidine, morpholine, pyrrolidine. Specified solvents are diethyl ether, tetrahydrofuran, dioxan, benzene, ehlorobenzene, nitrobenzene or their mixtures. Reaction of compound II with ammonia produces a dialkylcyanamide, reaction with primary amines produces chloroformamidine and with sec-amines produces a urea dichloride. The chloroformamidine derivatives may be further reacted, e.g. with a phenolate when isourea derivatives are obtained. Likewise the urea dichlorides may be corresponding urea or thiourea deirvatives may be obtained by hydrolysis or thiolysis. Examples describe the preparation of dimethyl cyanamide, N,N-dimethyl-N<SP>1</SP>-n-butylchloroformamidine, N,N - dimethyl - N<SP>1</SP>- (p - nitrophenyl)chlorofonnanidine, N,N- dimethyl - N<SP>1</SP> - (2,4 - dinitrodiphenyl) - chloroformamidine, N,N - dimethyl - N<SP>1</SP> - (p - carboethoxyphenyl) - chloroformamidine, and N,N - dimethyl - N,N<SP>1</SP> - diphenyl - dichlorourea.
priorityDate 1970-07-04-04:00^^<http://www.w3.org/2001/XMLSchema#date>
type http://data.epo.org/linked-data/def/patent/Publication

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