BE506955A - - Google Patents

Info

Publication number

BE506955A

BE506955A BE506955DA BE506955A BE 506955 A BE506955 A BE 506955A BE 506955D A BE506955D A BE 506955DA BE 506955 A BE506955 A BE 506955A

Authority

BE

Belgium

Prior art keywords

acid

benzaldehyde

solution

aminobenzene

alcohol

Prior art date

Links

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• VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 10
• 239000000243 solution Substances 0.000 description 10
• -1 aromatic aldehyde carboxylic acids Chemical class 0.000 description 9
• LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 8
• 239000013078 crystal Substances 0.000 description 6
• 239000002244 precipitate Substances 0.000 description 6
• FDDDEECHVMSUSB-UHFFFAOYSA-N sulfanilamide Chemical class NC1=CC=C(S(N)(=O)=O)C=C1 FDDDEECHVMSUSB-UHFFFAOYSA-N 0.000 description 6
• 238000002844 melting Methods 0.000 description 5
• 230000008018 melting Effects 0.000 description 5
• 238000000034 method Methods 0.000 description 5
• 239000002253 acid Substances 0.000 description 4
• 238000009835 boiling Methods 0.000 description 4
• 238000001816 cooling Methods 0.000 description 4
• 150000003839 salts Chemical class 0.000 description 4
• 238000003756 stirring Methods 0.000 description 4
• GOUHYARYYWKXHS-UHFFFAOYSA-N 4-formylbenzoic acid Chemical compound OC(=O)C1=CC=C(C=O)C=C1 GOUHYARYYWKXHS-UHFFFAOYSA-N 0.000 description 3
• UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 3
• HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
• QTBSBXVTEAMEQO-UHFFFAOYSA-N acetic acid Substances CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
• 238000006243 chemical reaction Methods 0.000 description 3
• 150000001875 compounds Chemical class 0.000 description 3
• 238000004519 manufacturing process Methods 0.000 description 3
• 125000004433 nitrogen atom Chemical group N* 0.000 description 3
• HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 2
• CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
• 239000007864 aqueous solution Substances 0.000 description 2
• 230000003385 bacteriostatic effect Effects 0.000 description 2
• 125000000649 benzylidene group Chemical group [H]C(=[*])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 2
• 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 2
• 125000005842 heteroatom Chemical group 0.000 description 2
• 208000015181 infectious disease Diseases 0.000 description 2
• 150000007529 inorganic bases Chemical class 0.000 description 2
• 150000007530 organic bases Chemical class 0.000 description 2
• 239000000843 powder Substances 0.000 description 2
• 229920006395 saturated elastomer Polymers 0.000 description 2
• 229930195734 saturated hydrocarbon Natural products 0.000 description 2
• 229940124530 sulfonamide Drugs 0.000 description 2
• 125000000565 sulfonamide group Chemical group 0.000 description 2
• 150000003456 sulfonamides Chemical class 0.000 description 2
• 229930195735 unsaturated hydrocarbon Natural products 0.000 description 2
• XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
• LBOUHDMYVURTMA-AATRIKPKSA-N (e)-3-(4-formylphenyl)prop-2-enoic acid Chemical compound OC(=O)\C=C\C1=CC=C(C=O)C=C1 LBOUHDMYVURTMA-AATRIKPKSA-N 0.000 description 1
• VTSWSQGDJQFXHB-UHFFFAOYSA-N 2,4,6-trichloro-5-methylpyrimidine Chemical compound CC1=C(Cl)N=C(Cl)N=C1Cl VTSWSQGDJQFXHB-UHFFFAOYSA-N 0.000 description 1
• OYNIIKHNXNPSAG-UHFFFAOYSA-N 2-(4-formylphenoxy)acetic acid Chemical compound OC(=O)COC1=CC=C(C=O)C=C1 OYNIIKHNXNPSAG-UHFFFAOYSA-N 0.000 description 1
• FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Natural products CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 description 1
• MQJKPEGWNLWLTK-UHFFFAOYSA-N Dapsone Chemical class C1=CC(N)=CC=C1S(=O)(=O)C1=CC=C(N)C=C1 MQJKPEGWNLWLTK-UHFFFAOYSA-N 0.000 description 1
• LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 1
• XBDQKXXYIPTUBI-UHFFFAOYSA-N Propionic acid Substances CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 1
• 239000012670 alkaline solution Substances 0.000 description 1
• 150000001412 amines Chemical class 0.000 description 1
• 125000003118 aryl group Chemical group 0.000 description 1
• 238000003763 carbonization Methods 0.000 description 1
• 125000002843 carboxylic acid group Chemical group 0.000 description 1
• 239000003610 charcoal Substances 0.000 description 1
• 239000007859 condensation product Substances 0.000 description 1
• ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 1
• HPNMFZURTQLUMO-UHFFFAOYSA-N diethylamine Chemical compound CCNCC HPNMFZURTQLUMO-UHFFFAOYSA-N 0.000 description 1
• 238000001914 filtration Methods 0.000 description 1
• 125000000623 heterocyclic group Chemical group 0.000 description 1
• 239000007924 injection Substances 0.000 description 1
• 238000002347 injection Methods 0.000 description 1
• 229910052500 inorganic mineral Inorganic materials 0.000 description 1
• 239000011707 mineral Substances 0.000 description 1
• 235000010755 mineral Nutrition 0.000 description 1
• 239000000203 mixture Substances 0.000 description 1
• 230000007935 neutral effect Effects 0.000 description 1
• 238000001556 precipitation Methods 0.000 description 1
• 238000010992 reflux Methods 0.000 description 1
• 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
• 235000017557 sodium bicarbonate Nutrition 0.000 description 1
• 229910000029 sodium carbonate Inorganic materials 0.000 description 1
• 159000000000 sodium salts Chemical class 0.000 description 1
• 239000007858 starting material Substances 0.000 description 1
• 239000000126 substance Substances 0.000 description 1
• QPPBRPIAZZHUNT-UHFFFAOYSA-N sulfamerazine Chemical compound CC1=CC=NC(NS(=O)(=O)C=2C=CC(N)=CC=2)=N1 QPPBRPIAZZHUNT-UHFFFAOYSA-N 0.000 description 1