DE129562C - - Google Patents

Info

Publication number

DE129562C

DE129562C DENDAT129562D DE129562DA DE129562C DE 129562 C DE129562 C DE 129562C DE NDAT129562 D DENDAT129562 D DE NDAT129562D DE 129562D A DE129562D A DE 129562DA DE 129562 C DE129562 C DE 129562C

Authority

DE

Germany

Prior art keywords

acid

cyanomethylanthranilic

converted

ester

bromoethyl

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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• 239000002253 acid Substances 0.000 claims description 7
• 238000000034 method Methods 0.000 claims description 3
• 238000002360 preparation method Methods 0.000 claims description 3
• 229940100198 alkylating agent Drugs 0.000 claims description 2
• 239000002168 alkylating agent Substances 0.000 claims description 2
• 150000003839 salts Chemical class 0.000 claims description 2
• WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 3
• 125000005998 bromoethyl group Chemical group 0.000 description 3
• 125000001188 haloalkyl group Chemical group 0.000 description 3
• JZMJDSHXVKJFKW-UHFFFAOYSA-M methyl sulfate(1-) Chemical compound COS([O-])(=O)=O JZMJDSHXVKJFKW-UHFFFAOYSA-M 0.000 description 3
• PJUXPMVQAZLJEX-UHFFFAOYSA-N 2-(carboxymethylamino)benzoic acid Chemical compound OC(=O)CNC1=CC=CC=C1C(O)=O PJUXPMVQAZLJEX-UHFFFAOYSA-N 0.000 description 2
• VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
• RWZYAGGXGHYGMB-UHFFFAOYSA-N anthranilic acid Chemical compound NC1=CC=CC=C1C(O)=O RWZYAGGXGHYGMB-UHFFFAOYSA-N 0.000 description 2
• 238000009835 boiling Methods 0.000 description 2
• 150000002148 esters Chemical class 0.000 description 2
• LELOWRISYMNNSU-UHFFFAOYSA-N hydrogen cyanide Chemical compound N#C LELOWRISYMNNSU-UHFFFAOYSA-N 0.000 description 2
• 239000000155 melt Substances 0.000 description 2
• -1 nitrile ester Chemical class 0.000 description 2
• 239000007858 starting material Substances 0.000 description 2
• XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
• 235000008733 Citrus aurantifolia Nutrition 0.000 description 1
• LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
• 235000000177 Indigofera tinctoria Nutrition 0.000 description 1
• CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 1
• 235000011941 Tilia x europaea Nutrition 0.000 description 1
• 150000007513 acids Chemical class 0.000 description 1
• 238000006243 chemical reaction Methods 0.000 description 1
• 238000001816 cooling Methods 0.000 description 1
• 230000032050 esterification Effects 0.000 description 1
• 238000005886 esterification reaction Methods 0.000 description 1
• 125000004435 hydrogen atom Chemical group [H]* 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
• 239000004571 lime Substances 0.000 description 1
• 150000004702 methyl esters Chemical class 0.000 description 1
• 239000008267 milk Substances 0.000 description 1
• 210000004080 milk Anatomy 0.000 description 1
• 235000013336 milk Nutrition 0.000 description 1
• 239000000203 mixture Substances 0.000 description 1
• 125000000896 monocarboxylic acid group Chemical group 0.000 description 1
• 239000003960 organic solvent Substances 0.000 description 1
• 229940045681 other alkylating agent in atc Drugs 0.000 description 1
• 150000003459 sulfonic acid esters Chemical class 0.000 description 1