DE106509C - - Google Patents

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Publication number

DE106509C

DE106509C DENDAT106509D DE106509DA DE106509C DE 106509 C DE106509 C DE 106509C DE NDAT106509 D DENDAT106509 D DE NDAT106509D DE 106509D A DE106509D A DE 106509DA DE 106509 C DE106509 C DE 106509C

Authority

DE

Germany

Prior art keywords

parts

solution

water

nitrobenzyl

sulfur

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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• NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 8
• 229910052717 sulfur Inorganic materials 0.000 claims description 8
• 239000011593 sulfur Substances 0.000 claims description 8
• 125000000649 benzylidene group Chemical group [H]C(=[*])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims description 5
• 230000003647 oxidation Effects 0.000 claims description 5
• 238000007254 oxidation reaction Methods 0.000 claims description 5
• 239000003513 alkali Substances 0.000 claims description 4
• 125000006502 nitrobenzyl group Chemical group 0.000 claims description 4
• 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 3
• 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 3
• 150000003460 sulfonic acids Chemical class 0.000 claims description 3
• CMWKITSNTDAEDT-UHFFFAOYSA-N 2-nitrobenzaldehyde Chemical class [O-][N+](=O)C1=CC=CC=C1C=O CMWKITSNTDAEDT-UHFFFAOYSA-N 0.000 claims description 2
• 238000000034 method Methods 0.000 claims 2
• XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 12
• 239000000243 solution Substances 0.000 description 10
• HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 9
• 239000011734 sodium Substances 0.000 description 7
• LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 4
• 239000007864 aqueous solution Substances 0.000 description 3
• 150000003839 salts Chemical class 0.000 description 3
• 235000011121 sodium hydroxide Nutrition 0.000 description 3
• GRVFOGOEDUUMBP-UHFFFAOYSA-N sodium sulfide (anhydrous) Chemical compound [Na+].[Na+].[S-2] GRVFOGOEDUUMBP-UHFFFAOYSA-N 0.000 description 3
• BKSDFYLOSRTHTL-UHFFFAOYSA-N 1-nitro-4-(phenoxymethyl)benzene Chemical compound C1=CC([N+](=O)[O-])=CC=C1COC1=CC=CC=C1 BKSDFYLOSRTHTL-UHFFFAOYSA-N 0.000 description 2
• VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
• 241001274216 Naso Species 0.000 description 2
• BVJSGOYEEDZAGW-UHFFFAOYSA-N [chloro(nitro)methyl]benzene Chemical compound [O-][N+](=O)C(Cl)C1=CC=CC=C1 BVJSGOYEEDZAGW-UHFFFAOYSA-N 0.000 description 2
• PGKLZTCDODUESO-UHFFFAOYSA-N n-benzyl-n-phenylnitramide Chemical class C=1C=CC=CC=1N([N+](=O)[O-])CC1=CC=CC=C1 PGKLZTCDODUESO-UHFFFAOYSA-N 0.000 description 2
• VLZLOWPYUQHHCG-UHFFFAOYSA-N nitromethylbenzene Chemical compound [O-][N+](=O)CC1=CC=CC=C1 VLZLOWPYUQHHCG-UHFFFAOYSA-N 0.000 description 2
• 238000010992 reflux Methods 0.000 description 2
• BWRBVBFLFQKBPT-UHFFFAOYSA-N (2-nitrophenyl)methanol Chemical compound OCC1=CC=CC=C1[N+]([O-])=O BWRBVBFLFQKBPT-UHFFFAOYSA-N 0.000 description 1
• BXCBUWKTXLWPSB-UHFFFAOYSA-N 1-(chloromethyl)-2-nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1CCl BXCBUWKTXLWPSB-UHFFFAOYSA-N 0.000 description 1
• JKTYGPATCNUWKN-UHFFFAOYSA-N 4-nitrobenzyl alcohol Chemical compound OCC1=CC=C([N+]([O-])=O)C=C1 JKTYGPATCNUWKN-UHFFFAOYSA-N 0.000 description 1
• LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
• CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 1
• 239000002253 acid Substances 0.000 description 1
• 238000007792 addition Methods 0.000 description 1
• 125000003368 amide group Chemical group 0.000 description 1
• 230000015572 biosynthetic process Effects 0.000 description 1
• 239000003518 caustics Substances 0.000 description 1
• 238000006243 chemical reaction Methods 0.000 description 1
• 150000001805 chlorine compounds Chemical class 0.000 description 1
• 150000001875 compounds Chemical class 0.000 description 1
• 150000002148 esters Chemical class 0.000 description 1
• 150000002170 ethers Chemical class 0.000 description 1
• 239000000446 fuel Substances 0.000 description 1
• 239000013067 intermediate product Substances 0.000 description 1
• 239000007788 liquid Substances 0.000 description 1
• 239000000203 mixture Substances 0.000 description 1
• CUGLXSQFXIEALI-UHFFFAOYSA-N n-(2-nitrophenyl)-1-phenylmethanimine Chemical compound [O-][N+](=O)C1=CC=CC=C1N=CC1=CC=CC=C1 CUGLXSQFXIEALI-UHFFFAOYSA-N 0.000 description 1
• GTWJETSWSUWSEJ-UHFFFAOYSA-N n-benzylaniline Chemical compound C=1C=CC=CC=1CNC1=CC=CC=C1 GTWJETSWSUWSEJ-UHFFFAOYSA-N 0.000 description 1
• -1 nitrobenzyl alcohols Chemical class 0.000 description 1
• 239000000047 product Substances 0.000 description 1
• 159000000000 sodium salts Chemical class 0.000 description 1
• 238000003756 stirring Methods 0.000 description 1
• 238000006467 substitution reaction Methods 0.000 description 1
• BDHFUVZGWQCTTF-UHFFFAOYSA-N sulfonic acid Chemical compound OS(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-N 0.000 description 1
• 229910021653 sulphate ion Inorganic materials 0.000 description 1
• 238000010792 warming Methods 0.000 description 1
• 238000005406 washing Methods 0.000 description 1