DE104495C - - Google Patents

Info

Publication number

DE104495C

DE104495C DENDAT104495D DE104495DA DE104495C DE 104495 C DE104495 C DE 104495C DE NDAT104495 D DENDAT104495 D DE NDAT104495D DE 104495D A DE104495D A DE 104495DA DE 104495 C DE104495 C DE 104495C

Authority

DE

Germany

Prior art keywords

acid

acetamidobenzoic

nitro

acetyl

amido

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 16
• QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 6
• -1 m-acetamidobenzoic acid nitrates Chemical class 0.000 claims description 4
• 238000004519 manufacturing process Methods 0.000 claims description 3
• 125000003368 amide group Chemical group 0.000 claims description 2
• 150000001732 carboxylic acid derivatives Chemical class 0.000 claims description 2
• 238000000034 method Methods 0.000 claims description 2
• VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
• 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 4
• RGDPZMQZWZMONQ-UHFFFAOYSA-N 3-acetamidobenzoic acid Chemical compound CC(=O)NC1=CC=CC(C(O)=O)=C1 RGDPZMQZWZMONQ-UHFFFAOYSA-N 0.000 description 3
• QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
• UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
• GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 3
• 229910017604 nitric acid Inorganic materials 0.000 description 3
• CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
• RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
• XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
• WCUXLLCKKVVCTQ-UHFFFAOYSA-M Potassium chloride Chemical compound [Cl-].[K+] WCUXLLCKKVVCTQ-UHFFFAOYSA-M 0.000 description 2
• 150000007513 acids Chemical class 0.000 description 2
• 239000000203 mixture Substances 0.000 description 2
• 150000004682 monohydrates Chemical class 0.000 description 2
• 238000003756 stirring Methods 0.000 description 2
• XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
• GEYOCULIXLDCMW-UHFFFAOYSA-N 1,2-phenylenediamine Chemical compound NC1=CC=CC=C1N GEYOCULIXLDCMW-UHFFFAOYSA-N 0.000 description 1
• CBCKQZAAMUWICA-UHFFFAOYSA-N 1,4-phenylenediamine Chemical compound NC1=CC=C(N)C=C1 CBCKQZAAMUWICA-UHFFFAOYSA-N 0.000 description 1
• FOXLFUZFWTYAME-UHFFFAOYSA-N 3-acetamido-2-nitrobenzoic acid Chemical class CC(=O)NC1=CC=CC(C(O)=O)=C1[N+]([O-])=O FOXLFUZFWTYAME-UHFFFAOYSA-N 0.000 description 1
• KZZWQCKYLNIOBT-UHFFFAOYSA-N 5-amino-2-nitrobenzoic acid Chemical compound NC1=CC=C([N+]([O-])=O)C(C(O)=O)=C1 KZZWQCKYLNIOBT-UHFFFAOYSA-N 0.000 description 1
• 235000008733 Citrus aurantifolia Nutrition 0.000 description 1
• LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
• KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 1
• 235000011941 Tilia x europaea Nutrition 0.000 description 1
• DFAHTCNQNMFGKI-UHFFFAOYSA-N [N+](=O)([O-])CC(=O)NC=1C(C(=O)O)=CC=CC1 Chemical class [N+](=O)([O-])CC(=O)NC=1C(C(=O)O)=CC=CC1 DFAHTCNQNMFGKI-UHFFFAOYSA-N 0.000 description 1
• 125000000738 acetamido group Chemical group [H]C([H])([H])C(=O)N([H])[*] 0.000 description 1
• 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 description 1
• 239000000987 azo dye Substances 0.000 description 1
• 238000009835 boiling Methods 0.000 description 1
• 238000000354 decomposition reaction Methods 0.000 description 1
• 230000008021 deposition Effects 0.000 description 1
• 238000004821 distillation Methods 0.000 description 1
• 239000000706 filtrate Substances 0.000 description 1
• 238000010438 heat treatment Methods 0.000 description 1
• 239000013067 intermediate product Substances 0.000 description 1
• 229910052742 iron Inorganic materials 0.000 description 1
• 239000004571 lime Substances 0.000 description 1
• 238000006396 nitration reaction Methods 0.000 description 1
• 238000005121 nitriding Methods 0.000 description 1
• 229940072033 potash Drugs 0.000 description 1
• BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Substances [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 1
• 235000015320 potassium carbonate Nutrition 0.000 description 1
• 239000001103 potassium chloride Substances 0.000 description 1
• 235000011164 potassium chloride Nutrition 0.000 description 1
• 239000000843 powder Substances 0.000 description 1
• 238000005185 salting out Methods 0.000 description 1