DE89244C - - Google Patents

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Publication number

DE89244C

DE89244C DENDAT89244D DE89244DA DE89244C DE 89244 C DE89244 C DE 89244C DE NDAT89244 D DENDAT89244 D DE NDAT89244D DE 89244D A DE89244D A DE 89244DA DE 89244 C DE89244 C DE 89244C

Authority

DE

Germany

Prior art keywords

aldehyde

nitration

amidobenzaldehyde

compounds

solution

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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• 238000006396 nitration reaction Methods 0.000 claims description 8
• 238000000034 method Methods 0.000 claims description 6
• 125000000649 benzylidene group Chemical group [H]C(=[*])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims description 4
• 150000001299 aldehydes Chemical class 0.000 description 9
• QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 4
• 125000003118 aryl group Chemical group 0.000 description 4
• 150000001875 compounds Chemical class 0.000 description 4
• HUMNYLRZRPPJDN-UHFFFAOYSA-N Benzaldehyde Chemical compound O=CC1=CC=CC=C1 HUMNYLRZRPPJDN-UHFFFAOYSA-N 0.000 description 3
• 239000002253 acid Substances 0.000 description 3
• HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
• POCJOGNVFHPZNS-UWVGGRQHSA-N Nitramine Natural products O[C@H]1CCCC[C@]11CNCCC1 POCJOGNVFHPZNS-UWVGGRQHSA-N 0.000 description 2
• FGIUAXJPYTZDNR-UHFFFAOYSA-N Potassium nitrate Chemical compound [K+].[O-][N+]([O-])=O FGIUAXJPYTZDNR-UHFFFAOYSA-N 0.000 description 2
• VWDWKYIASSYTQR-UHFFFAOYSA-N Sodium nitrate Chemical compound [Na+].[O-][N+]([O-])=O VWDWKYIASSYTQR-UHFFFAOYSA-N 0.000 description 2
• CSCPPACGZOOCGX-UHFFFAOYSA-N acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
• 150000007513 acids Chemical class 0.000 description 2
• 150000001412 amines Chemical class 0.000 description 2
• 238000004458 analytical method Methods 0.000 description 2
• 229940095076 benzaldehyde Drugs 0.000 description 2
• 229910052500 inorganic mineral Inorganic materials 0.000 description 2
• 238000002844 melting Methods 0.000 description 2
• 239000011707 mineral Substances 0.000 description 2
• XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
• 210000004940 Nucleus Anatomy 0.000 description 1
• 125000003172 aldehyde group Chemical group 0.000 description 1
• 125000003368 amide group Chemical group 0.000 description 1
• 150000003935 benzaldehydes Chemical class 0.000 description 1
• 239000001045 blue dye Substances 0.000 description 1
• 238000003776 cleavage reaction Methods 0.000 description 1
• 238000009833 condensation Methods 0.000 description 1
• 230000005494 condensation Effects 0.000 description 1
• 238000001816 cooling Methods 0.000 description 1
• 238000002425 crystallisation Methods 0.000 description 1
• 230000005712 crystallization Effects 0.000 description 1
• YADSGOSSYOOKMP-UHFFFAOYSA-N dioxolead Chemical compound O=[Pb]=O YADSGOSSYOOKMP-UHFFFAOYSA-N 0.000 description 1
• LFQSCWFLJHTTHZ-UHFFFAOYSA-N ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
• 125000002485 formyl group Chemical group [H]C(*)=O 0.000 description 1
• 239000001046 green dye Substances 0.000 description 1
• 239000005457 ice water Substances 0.000 description 1
• 239000000203 mixture Substances 0.000 description 1
• 150000004682 monohydrates Chemical class 0.000 description 1
• GRYLNZFGIOXLOG-UHFFFAOYSA-N nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 1
• MYMOFIZGZYHOMD-UHFFFAOYSA-N oxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 description 1
• 229910052760 oxygen Inorganic materials 0.000 description 1
• 239000001301 oxygen Substances 0.000 description 1
• 235000010333 potassium nitrate Nutrition 0.000 description 1
• 239000004323 potassium nitrate Substances 0.000 description 1
• 239000000843 powder Substances 0.000 description 1
• DWAQJAXMDSEUJJ-UHFFFAOYSA-M sodium bisulfite Chemical compound [Na+].OS([O-])=O DWAQJAXMDSEUJJ-UHFFFAOYSA-M 0.000 description 1
• 229940001607 sodium bisulfite Drugs 0.000 description 1
• 235000010267 sodium hydrogen sulphite Nutrition 0.000 description 1
• 235000010344 sodium nitrate Nutrition 0.000 description 1
• 239000004317 sodium nitrate Substances 0.000 description 1
• 239000002904 solvent Substances 0.000 description 1
• 238000006467 substitution reaction Methods 0.000 description 1
• LSNNMFCWUKXFEE-UHFFFAOYSA-N sulfonic acid Chemical compound OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 description 1
• 150000003512 tertiary amines Chemical class 0.000 description 1
• UPKAWFACSJWKND-ZXFFUEEESA-J tetrasodium;(6E)-4-amino-6-[[4-[4-[(2Z)-2-(8-amino-1-oxo-5,7-disulfonatonaphthalen-2-ylidene)hydrazinyl]-3-methoxyphenyl]-2-methoxyphenyl]hydrazinylidene]-5-oxonaphthalene-1,3-disulfonate Chemical compound [Na+].[Na+].[Na+].[Na+].C\1=CC2=C(S([O-])(=O)=O)C=C(S([O-])(=O)=O)C(N)=C2C(=O)C/1=N/NC(C(OC)=C1)=CC=C1C1=CC=C(N\N=C\2C(C3=C(N)C(=CC(=C3C=C/2)S([O-])(=O)=O)S([O-])(=O)=O)=O)C(OC)=C1 UPKAWFACSJWKND-ZXFFUEEESA-J 0.000 description 1
• 150000004961 triphenylmethanes Chemical class 0.000 description 1
• 238000010792 warming Methods 0.000 description 1