DE133679C - - Google Patents

Info

Publication number

DE133679C

DE133679C DENDAT133679D DE133679DA DE133679C DE 133679 C DE133679 C DE 133679C DE NDAT133679 D DENDAT133679 D DE NDAT133679D DE 133679D A DE133679D A DE 133679DA DE 133679 C DE133679 C DE 133679C

Authority

DE

Germany

Prior art keywords

acid

amidoacetylanthranilic

acetic acid

nitroanthranilic

zinc

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 8
• 238000002360 preparation method Methods 0.000 claims description 2
• RUCHWTKMOWXHLU-UHFFFAOYSA-N 5-nitroanthranilic acid Chemical compound NC1=CC=C([N+]([O-])=O)C=C1C(O)=O RUCHWTKMOWXHLU-UHFFFAOYSA-N 0.000 claims 1
• QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 15
• 229960000583 acetic acid Drugs 0.000 description 6
• RUGLDDBRINWXJQ-UHFFFAOYSA-N 2-nitramidobenzoic acid Chemical compound OC(=O)C1=CC=CC=C1N[N+]([O-])=O RUGLDDBRINWXJQ-UHFFFAOYSA-N 0.000 description 4
• HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 3
• 239000012362 glacial acetic acid Substances 0.000 description 3
• XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
• 239000011701 zinc Substances 0.000 description 3
• 229910052725 zinc Inorganic materials 0.000 description 3
• RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
• LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
• 125000003368 amide group Chemical group 0.000 description 2
• 239000000987 azo dye Substances 0.000 description 2
• 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 description 2
• YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 description 2
• XKJLPUAPJFEBLX-UHFFFAOYSA-N 2-amino-5-(2-nitroacetyl)benzoic acid Chemical compound [N+](=O)([O-])CC(=O)C1=CC=C(C(C(=O)O)=C1)N XKJLPUAPJFEBLX-UHFFFAOYSA-N 0.000 description 1
• RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical compound S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 1
• 239000005083 Zinc sulfide Substances 0.000 description 1
• DFAHTCNQNMFGKI-UHFFFAOYSA-N [N+](=O)([O-])CC(=O)NC=1C(C(=O)O)=CC=CC1 Chemical compound [N+](=O)([O-])CC(=O)NC=1C(C(=O)O)=CC=CC1 DFAHTCNQNMFGKI-UHFFFAOYSA-N 0.000 description 1
• 230000001476 alcoholic effect Effects 0.000 description 1
• 238000009835 boiling Methods 0.000 description 1
• 230000008878 coupling Effects 0.000 description 1
• 238000010168 coupling process Methods 0.000 description 1
• 238000005859 coupling reaction Methods 0.000 description 1
• 238000000354 decomposition reaction Methods 0.000 description 1
• 150000008049 diazo compounds Chemical class 0.000 description 1
• 238000006193 diazotization reaction Methods 0.000 description 1
• 239000000975 dye Substances 0.000 description 1
• 229910000037 hydrogen sulfide Inorganic materials 0.000 description 1
• 238000004519 manufacturing process Methods 0.000 description 1
• 239000000203 mixture Substances 0.000 description 1
• FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 1
• 239000001044 red dye Substances 0.000 description 1
• 229960004889 salicylic acid Drugs 0.000 description 1
• 239000000344 soap Substances 0.000 description 1
• GRVFOGOEDUUMBP-UHFFFAOYSA-N sodium sulfide (anhydrous) Chemical compound [Na+].[Na+].[S-2] GRVFOGOEDUUMBP-UHFFFAOYSA-N 0.000 description 1
• IAAKNVCARVEIFS-UHFFFAOYSA-M sodium;4-hydroxynaphthalene-1-sulfonate Chemical compound [Na+].C1=CC=C2C(O)=CC=C(S([O-])(=O)=O)C2=C1 IAAKNVCARVEIFS-UHFFFAOYSA-M 0.000 description 1
• 239000007787 solid Substances 0.000 description 1
• 239000007858 starting material Substances 0.000 description 1
• DRDVZXDWVBGGMH-UHFFFAOYSA-N zinc;sulfide Chemical compound [S-2].[Zn+2] DRDVZXDWVBGGMH-UHFFFAOYSA-N 0.000 description 1