http://rdf.ncbi.nlm.nih.gov/pubchem/patent/HU-T49321-A

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filingDate 1988-02-10-04:00^^<http://www.w3.org/2001/XMLSchema#date>
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publicationDate 1989-09-28-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber HU-T49321-A
titleOfInvention Process for producing pure methyl-ester of n-methyl-antranilic acid
abstract Pure methyl N-methylanthranilate (I) is prepd from methyl anthranilate (II) by (a) methylation with Me2SO4 or Mel in an aq. medium; (b) the reaction mixt is poured onto H2O; (c) the prod is extrd with an organic solvent (III) (opt halogd aromatic hydrocarbon); (d) the sepd organic phase is washed with aq HCI (esp contg 1-10 wt% HC1); and (e) the sepd, dried organic layer is evapd to furnish (I). Opt, the aq acid phase may be neutralised, and extrd with solvent to recover unreacted (II) and methyl N,N-dimethylanthranilate. Prefd. (III) are pref PhH. PhMe, and xylene USE/ADVANTAGE --The economical process uses simple apparatus, and and affords pure methyl N-methylanthranilate (I) by selective removal of unreacted starting material and dialkylated by-prod. - (I) is a known perfumery agent for detergents, soaps, and cosmetics, and a flavouring agent for foods and drinks (esp as artificial tangerine essence). In an example Me2SO4(126g) was added over 1 hr at 60 deg C to (H) (151.17g) and NaHCO3 (126 g) in dioxane (400 ml) and H2O (400 ml.) The mixt was stirred for 1 hr at 60 deg C, concd, and poured into H2O (3 dm3). The emulsion was extrd with PhH (3X500 ml, and the sepd organic phase was washed with dil HCL(10x200ml; diln 1;10) 10). The dried organic layer was evapd to give (I) (54%) of purity 99.2%. (First major country equivalent to HU-O49321-A) (11pp Dwg. - No.0/0)
priorityDate 1988-02-10-04:00^^<http://www.w3.org/2001/XMLSchema#date>
type http://data.epo.org/linked-data/def/patent/Publication

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