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filingDate 1967-11-09-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationDate 1970-09-23-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber GB-1206185-A
titleOfInvention Process for the preparation of amine salts
abstract 1,206,185. Amine salts. UNION CARBIDE CORP. 9 Nov., 1967 [14 Nov., 1966], No. 51006/67. Heading C2C. Novel amine salts of the formula wherein X is halogen, R 1 represents halogen or a C 1-18 tertiary amino, substituted or unsubstituted aliphatic, cycloaliphatic, aromatic or heterocyclic group, R 2 represents a C 1-18 substituted or unsubstituted aliphatic, cycloaliphatic, aromatic or heterocyclic group or both R 2 's together form a 5- or 6-membered heterocyclic ring and R 3 represents hydrogen or R 2 , are prepared by reacting an enamine of the formula with a carbonyl halide in a mole ratio of carbonyl halide : enamine of at least 1À1 : 1 at 0-50‹ C. The reaction is preferably effected in an inert solvent using phosgene. An example describes the preparation of 2-chlorocarbonyl- 2 - methylpropylidenepyrrolidinium chloride, from pyrrolidinoisobutene, the structure of which is confirmed by reaction pyrrolidine and subsequent hydrolysis to N-(α-formylisobutyroyl) pyrrolidine. These acylated amine salts may be condensed with compounds containing two active hydrogen atoms to obtain heterocyclic products. With hydrazines the condensation proceeds with elimination of an amine NHR 2 R 2 to provide a 2-pyrazolone-5 and with o-phenylenediamines to provide a 2,3-dihydro-3H-1,5- benzodiazepin-2-one.
isCitedBy http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-3873530-A
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