DE148615C - - Google Patents

Info

Publication number

DE148615C

DE148615C DENDAT148615D DE148615DA DE148615C DE 148615 C DE148615 C DE 148615C DE NDAT148615 D DENDAT148615 D DE NDAT148615D DE 148615D A DE148615D A DE 148615DA DE 148615 C DE148615 C DE 148615C

Authority

DE

Germany

Prior art keywords

acid

parts

phenylglycine

cyanomethylanthranilic

bromine

Prior art date

Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)

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• PJUXPMVQAZLJEX-UHFFFAOYSA-N 2-(carboxymethylamino)benzoic acid Chemical compound OC(=O)CNC1=CC=CC=C1C(O)=O PJUXPMVQAZLJEX-UHFFFAOYSA-N 0.000 claims description 6
• 229910052736 halogen Inorganic materials 0.000 claims description 5
• 150000002367 halogens Chemical class 0.000 claims description 5
• RRTQTOBOLIGMED-UHFFFAOYSA-N 2-(carboxyamino)-2-phenylacetic acid Chemical class OC(=O)NC(C(O)=O)C1=CC=CC=C1 RRTQTOBOLIGMED-UHFFFAOYSA-N 0.000 claims description 3
• 238000000034 method Methods 0.000 claims description 2
• 238000002360 preparation method Methods 0.000 claims description 2
• WVMBPWMAQDVZCM-UHFFFAOYSA-N N-methylanthranilic acid Chemical compound CNC1=CC=CC=C1C(O)=O WVMBPWMAQDVZCM-UHFFFAOYSA-N 0.000 claims 1
• 239000002253 acid Substances 0.000 description 9
• QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 8
• WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 6
• ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 6
• GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 6
• 229910052794 bromium Inorganic materials 0.000 description 6
• 229910052801 chlorine Inorganic materials 0.000 description 6
• 239000000460 chlorine Substances 0.000 description 6
• LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
• 229960000583 acetic acid Drugs 0.000 description 4
• 239000012362 glacial acetic acid Substances 0.000 description 4
• UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
• 150000007513 acids Chemical class 0.000 description 3
• QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
• PJYZRIGGNALUMC-UHFFFAOYSA-N ClN(C(C1=CC=CC=C1)C(=O)O)C(=O)O Chemical compound ClN(C(C1=CC=CC=C1)C(=O)O)C(=O)O PJYZRIGGNALUMC-UHFFFAOYSA-N 0.000 description 2
• -1 Man nitrates Chemical class 0.000 description 2
• OEMKHSRFWLBSCG-UHFFFAOYSA-N OC(C(N(C(O)=O)C1=CC=CC=C1)(Cl)Cl)=O Chemical compound OC(C(N(C(O)=O)C1=CC=CC=C1)(Cl)Cl)=O OEMKHSRFWLBSCG-UHFFFAOYSA-N 0.000 description 2
• QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
• 238000001816 cooling Methods 0.000 description 2
• 239000000155 melt Substances 0.000 description 2
• 238000002844 melting Methods 0.000 description 2
• 230000008018 melting Effects 0.000 description 2
• 239000000047 product Substances 0.000 description 2
• 238000001953 recrystallisation Methods 0.000 description 2
• 238000006467 substitution reaction Methods 0.000 description 2
• XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
• FBVPIXCRTHCWSW-UHFFFAOYSA-N 2-[bromo(carboxy)amino]-2-phenylacetic acid Chemical compound BrN(C(C1=CC=CC=C1)C(=O)O)C(=O)O FBVPIXCRTHCWSW-UHFFFAOYSA-N 0.000 description 1
• 235000000177 Indigofera tinctoria Nutrition 0.000 description 1
• 239000003513 alkali Substances 0.000 description 1
• 150000001447 alkali salts Chemical class 0.000 description 1
• ZGUNAGUHMKGQNY-UHFFFAOYSA-N alpha-phenylglycine Chemical compound OC(=O)C(N)C1=CC=CC=C1 ZGUNAGUHMKGQNY-UHFFFAOYSA-N 0.000 description 1
• 229910021529 ammonia Inorganic materials 0.000 description 1
• 238000006243 chemical reaction Methods 0.000 description 1
• 239000003795 chemical substances by application Substances 0.000 description 1
• 239000000975 dye Substances 0.000 description 1
• 239000000706 filtrate Substances 0.000 description 1
• 150000002366 halogen compounds Chemical class 0.000 description 1
• 229940097275 indigo Drugs 0.000 description 1
• COHYTHOBJLSHDF-UHFFFAOYSA-N indigo powder Natural products N1C2=CC=CC=C2C(=O)C1=C1C(=O)C2=CC=CC=C2N1 COHYTHOBJLSHDF-UHFFFAOYSA-N 0.000 description 1
• 230000000977 initiatory effect Effects 0.000 description 1
• 239000011541 reaction mixture Substances 0.000 description 1
• 150000003839 salts Chemical class 0.000 description 1
• 238000003756 stirring Methods 0.000 description 1