DE110520C - - Google Patents

Info

Publication number

DE110520C

DE110520C DENDAT110520D DE110520DA DE110520C DE 110520 C DE110520 C DE 110520C DE NDAT110520 D DENDAT110520 D DE NDAT110520D DE 110520D A DE110520D A DE 110520DA DE 110520 C DE110520 C DE 110520C

Authority

DE

Germany

Prior art keywords

dye

salicylaldehyde

water

sulfuric acid

acid

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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• SMQUZDBALVYZAC-UHFFFAOYSA-N Salicylaldehyde Chemical compound OC1=CC=CC=C1C=O SMQUZDBALVYZAC-UHFFFAOYSA-N 0.000 claims description 34
• 239000000975 dye Substances 0.000 claims description 27
• QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 26
• -1 ketone compounds Chemical class 0.000 claims description 11
• 239000002994 raw material Substances 0.000 claims description 4
• 238000000034 method Methods 0.000 claims description 3
• 150000003460 sulfonic acids Chemical class 0.000 claims description 2
• 238000004040 coloring Methods 0.000 claims 1
• CSCPPACGZOOCGX-UHFFFAOYSA-N acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 26
• XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 15
• 238000009833 condensation Methods 0.000 description 13
• 230000005494 condensation Effects 0.000 description 13
• 239000002253 acid Substances 0.000 description 12
• 239000002244 precipitate Substances 0.000 description 6
• 239000011780 sodium chloride Substances 0.000 description 6
• 239000000460 chlorine Substances 0.000 description 5
• 150000003839 salts Chemical class 0.000 description 5
• HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 5
• ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 4
• 239000007788 liquid Substances 0.000 description 4
• 150000001875 compounds Chemical class 0.000 description 3
• LFQSCWFLJHTTHZ-UHFFFAOYSA-N ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
• 239000000843 powder Substances 0.000 description 3
• QCCDLTOVEPVEJK-UHFFFAOYSA-N Phenylacetone Chemical compound CC(=O)CC1=CC=CC=C1 QCCDLTOVEPVEJK-UHFFFAOYSA-N 0.000 description 2
• 235000005805 Prunus cerasus Nutrition 0.000 description 2
• 240000002878 Prunus cerasus Species 0.000 description 2
• LOUPRKONTZGTKE-WZBLMQSHSA-N Quinine Chemical compound C([C@H]([C@H](C1)C=C)C2)C[N@@]1[C@@H]2[C@H](O)C1=CC=NC2=CC=C(OC)C=C21 LOUPRKONTZGTKE-WZBLMQSHSA-N 0.000 description 2
• QMGVPVSNSZLJIA-FVWCLLPLSA-N Strychnine Chemical compound O([C@H]1CC(N([C@H]2[C@H]1[C@H]1C3)C=4C5=CC=CC=4)=O)CC=C1CN1[C@@H]3[C@]25CC1 QMGVPVSNSZLJIA-FVWCLLPLSA-N 0.000 description 2
• 150000001299 aldehydes Chemical class 0.000 description 2
• 229930013930 alkaloids Natural products 0.000 description 2
• 230000015572 biosynthetic process Effects 0.000 description 2
• 239000012043 crude product Substances 0.000 description 2
• 238000010192 crystallographic characterization Methods 0.000 description 2
• 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
• 239000000203 mixture Substances 0.000 description 2
• 239000000047 product Substances 0.000 description 2
• 235000011121 sodium hydroxide Nutrition 0.000 description 2
• 239000000243 solution Substances 0.000 description 2
• 238000003756 stirring Methods 0.000 description 2
• HCFAJYNVAYBARA-UHFFFAOYSA-N 4-Heptanone Chemical compound CCCC(=O)CCC HCFAJYNVAYBARA-UHFFFAOYSA-N 0.000 description 1
• 229930006677 A03BA01 - Atropine Natural products 0.000 description 1
• RKUNBYITZUJHSG-SPUOUPEWSA-N Atropine Chemical compound O([C@H]1C[C@H]2CC[C@@H](C1)N2C)C(=O)C(CO)C1=CC=CC=C1 RKUNBYITZUJHSG-SPUOUPEWSA-N 0.000 description 1
• 229960000396 Atropine Drugs 0.000 description 1
• 239000004215 Carbon black (E152) Substances 0.000 description 1
• BULLHNJGPPOUOX-UHFFFAOYSA-N Chloroacetone Chemical compound CC(=O)CCl BULLHNJGPPOUOX-UHFFFAOYSA-N 0.000 description 1
• 235000001258 Cinchona calisaya Nutrition 0.000 description 1
• 241000434299 Cinchona officinalis Species 0.000 description 1
• 235000008733 Citrus aurantifolia Nutrition 0.000 description 1
• OZWKMVRBQXNZKK-UHFFFAOYSA-N Ketorolac Chemical compound OC(=O)C1CCN2C1=CC=C2C(=O)C1=CC=CC=C1 OZWKMVRBQXNZKK-UHFFFAOYSA-N 0.000 description 1
• JOOXCMJARBKPKM-UHFFFAOYSA-N Levulinic acid Chemical compound CC(=O)CCC(O)=O JOOXCMJARBKPKM-UHFFFAOYSA-N 0.000 description 1
• BQJCRHHNABKAKU-KBQPJGBKSA-N Morphine Chemical compound O([C@H]1[C@H](C=C[C@H]23)O)C4=C5[C@@]12CCN(C)[C@@H]3CC5=CC=C4O BQJCRHHNABKAKU-KBQPJGBKSA-N 0.000 description 1
• 235000009226 Prunus puddum Nutrition 0.000 description 1
• 229960000948 Quinine Drugs 0.000 description 1
• 241001279009 Strychnos toxifera Species 0.000 description 1
• 235000015450 Tilia cordata Nutrition 0.000 description 1
• 235000011941 Tilia x europaea Nutrition 0.000 description 1
• 210000002268 Wool Anatomy 0.000 description 1
• 150000001447 alkali salts Chemical class 0.000 description 1
• 125000004429 atoms Chemical group 0.000 description 1
• 150000001553 barium compounds Chemical class 0.000 description 1
• 239000002585 base Substances 0.000 description 1
• 238000009835 boiling Methods 0.000 description 1
• 125000004432 carbon atoms Chemical group C* 0.000 description 1
• 238000006243 chemical reaction Methods 0.000 description 1
• 229910052801 chlorine Inorganic materials 0.000 description 1
• ZAMOUSCENKQFHK-UHFFFAOYSA-N chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
• 239000004927 clay Substances 0.000 description 1
• 229910052570 clay Inorganic materials 0.000 description 1
• 239000007859 condensation product Substances 0.000 description 1
• 230000000875 corresponding Effects 0.000 description 1
• 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
• 238000001704 evaporation Methods 0.000 description 1
• 238000005755 formation reaction Methods 0.000 description 1
• 125000004435 hydrogen atoms Chemical group [H]* 0.000 description 1
• 150000002576 ketones Chemical class 0.000 description 1
• 229940040102 levulinic acid Drugs 0.000 description 1
• 239000004571 lime Substances 0.000 description 1
• 238000004519 manufacturing process Methods 0.000 description 1
• 229910052751 metal Chemical class 0.000 description 1
• 239000002184 metal Chemical class 0.000 description 1
• 229960005181 morphine Drugs 0.000 description 1
• 229930014694 morphine Natural products 0.000 description 1
• 239000012452 mother liquor Substances 0.000 description 1
• 239000003973 paint Substances 0.000 description 1
• 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
• 238000001556 precipitation Methods 0.000 description 1
• 239000001044 red dye Substances 0.000 description 1
• 230000035943 smell Effects 0.000 description 1
• 230000000391 smoking Effects 0.000 description 1
• 239000008149 soap solution Substances 0.000 description 1
• 239000007787 solid Substances 0.000 description 1
• 238000010186 staining Methods 0.000 description 1
• 229960005453 strychnine Drugs 0.000 description 1
• 238000003786 synthesis reaction Methods 0.000 description 1
• 230000002194 synthesizing Effects 0.000 description 1
• IVNZBWNBYXERPK-DZGBHZPSSA-K trisodium;(8Z)-7-oxo-8-[(4-sulfonatonaphthalen-1-yl)hydrazinylidene]naphthalene-1,3-disulfonate Chemical compound [Na+].[Na+].[Na+].C1=CC=C2C(N\N=C3/C(=O)C=CC=4C=C(C=C(C=43)S([O-])(=O)=O)S(=O)(=O)[O-])=CC=C(S([O-])(=O)=O)C2=C1 IVNZBWNBYXERPK-DZGBHZPSSA-K 0.000 description 1