DE211869C - - Google Patents

Info

Publication number

DE211869C

DE211869C DE1906211869D DE211869DA DE211869C DE 211869 C DE211869 C DE 211869C DE 1906211869 D DE1906211869 D DE 1906211869D DE 211869D A DE211869D A DE 211869DA DE 211869 C DE211869 C DE 211869C

Authority

DE

Germany

Prior art keywords

aminophenol

soluble

water

benzyl

sodium

Prior art date

1906-10-11

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.)

Expired - Lifetime

Links

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• PLIKAWJENQZMHA-UHFFFAOYSA-N 4-aminophenol Chemical compound NC1=CC=C(O)C=C1 PLIKAWJENQZMHA-UHFFFAOYSA-N 0.000 claims description 9
• HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 claims description 4
• 239000007859 condensation product Substances 0.000 claims description 4
• 150000003934 aromatic aldehydes Chemical class 0.000 claims description 3
• 238000000034 method Methods 0.000 claims description 3
• 238000002360 preparation method Methods 0.000 claims description 3
• 229910001854 alkali hydroxide Inorganic materials 0.000 claims description 2
• 150000008044 alkali metal hydroxides Chemical class 0.000 claims description 2
• UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 12
• HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 9
• XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 9
• OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 7
• 239000000243 solution Substances 0.000 description 6
• RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
• LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
• 239000002585 base Substances 0.000 description 4
• RMKRCLBDIMSFQB-UHFFFAOYSA-N 4-amino-2-benzylphenol Chemical compound NC1=CC=C(O)C(CC=2C=CC=CC=2)=C1 RMKRCLBDIMSFQB-UHFFFAOYSA-N 0.000 description 3
• VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical class Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 3
• 235000019441 ethanol Nutrition 0.000 description 3
• 239000000155 melt Substances 0.000 description 3
• MJGFBOZCAJSGQW-UHFFFAOYSA-N mercury sodium Chemical compound [Na].[Hg] MJGFBOZCAJSGQW-UHFFFAOYSA-N 0.000 description 3
• 239000000203 mixture Substances 0.000 description 3
• 229910001023 sodium amalgam Inorganic materials 0.000 description 3
• 235000002639 sodium chloride Nutrition 0.000 description 3
• CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
• 239000002253 acid Substances 0.000 description 2
• 125000003710 aryl alkyl group Chemical group 0.000 description 2
• 238000001816 cooling Methods 0.000 description 2
• -1 methyloxybenzyl-p-aminophenol Chemical compound 0.000 description 2
• 150000003839 salts Chemical class 0.000 description 2
• IKCFXHPXEXKJIW-UHFFFAOYSA-N 4-amino-6-benzylidenecyclohexa-2,4-dien-1-ol Chemical compound C(C1=CC=CC=C1)=C1C(C=CC(=C1)N)O IKCFXHPXEXKJIW-UHFFFAOYSA-N 0.000 description 1
• QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
• 229910000497 Amalgam Inorganic materials 0.000 description 1
• BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
• CMOIVSFVEACYMO-UHFFFAOYSA-N ClO.C(C1=CC=CC=C1)C1=C(C=CC(=C1)N)O Chemical compound ClO.C(C1=CC=CC=C1)C1=C(C=CC(=C1)N)O CMOIVSFVEACYMO-UHFFFAOYSA-N 0.000 description 1
• FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 1
• QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
• QQGLQYQXUKHWPX-BXLHIMNRSA-N [(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (1e)-2-phenyl-n-sulfooxyethanimidothioate Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1S\C(=N\OS(O)(=O)=O)CC1=CC=CC=C1 QQGLQYQXUKHWPX-BXLHIMNRSA-N 0.000 description 1
• 239000007864 aqueous solution Substances 0.000 description 1
• 125000003118 aryl group Chemical group 0.000 description 1
• QQGLQYQXUKHWPX-SUYBVFMFSA-N benzyl glucosinolate Natural products S(=O)(=O)(O/N=C(/S[C@@H]1[C@@H](O)[C@H](O)[C@@H](O)[C@H](CO)O1)\Cc1ccccc1)O QQGLQYQXUKHWPX-SUYBVFMFSA-N 0.000 description 1
• 239000003518 caustics Substances 0.000 description 1
• 239000003610 charcoal Substances 0.000 description 1
• 150000001875 compounds Chemical class 0.000 description 1
• 239000000284 extract Substances 0.000 description 1
• 239000012458 free base Substances 0.000 description 1
• PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 1
• 229910052737 gold Inorganic materials 0.000 description 1
• 239000010931 gold Substances 0.000 description 1
• QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 1
• 229910052753 mercury Inorganic materials 0.000 description 1
• 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
• ACXCKRZOISAYHH-UHFFFAOYSA-N molecular chlorine hydrate Chemical compound O.ClCl ACXCKRZOISAYHH-UHFFFAOYSA-N 0.000 description 1
• 230000003472 neutralizing effect Effects 0.000 description 1
• 238000001953 recrystallisation Methods 0.000 description 1
• 229910000029 sodium carbonate Inorganic materials 0.000 description 1
• 239000011780 sodium chloride Substances 0.000 description 1
• 150000003388 sodium compounds Chemical class 0.000 description 1
• 239000007787 solid Substances 0.000 description 1
• 238000003756 stirring Methods 0.000 description 1