JPS604162A - ビス〔４−（アミノフェノキシ）フェニル〕スルホンの精製法 - Google Patents

Info

Publication number

JPS604162A

JPS604162A JP11228483A JP11228483A JPS604162A JP S604162 A JPS604162 A JP S604162A JP 11228483 A JP11228483 A JP 11228483A JP 11228483 A JP11228483 A JP 11228483A JP S604162 A JPS604162 A JP S604162A

Authority

JP

Japan

Prior art keywords

sulfone

aminophenoxy

phenyl

bis

solution

Prior art date

1983-06-22

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.)

Granted

Links

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• FJYCAYKHNVQCJW-UHFFFAOYSA-N 2-[4-[4-(2-aminophenoxy)phenyl]sulfonylphenoxy]aniline Chemical compound NC1=CC=CC=C1OC1=CC=C(S(=O)(=O)C=2C=CC(OC=3C(=CC=CC=3)N)=CC=2)C=C1 FJYCAYKHNVQCJW-UHFFFAOYSA-N 0.000 title claims abstract description 14
• 238000000746 purification Methods 0.000 title claims description 6
• VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims abstract description 20
• XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 11
• 150000003457 sulfones Chemical class 0.000 claims abstract description 8
• 238000010438 heat treatment Methods 0.000 claims abstract description 7
• 239000012535 impurity Substances 0.000 claims abstract description 6
• IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 claims abstract description 3
• 229910000041 hydrogen chloride Inorganic materials 0.000 claims abstract description 3
• OIJXXZFOLPVYOZ-UHFFFAOYSA-N 2-[4-[4-(2-aminophenoxy)phenyl]sulfonylphenoxy]aniline;hydrochloride Chemical compound Cl.NC1=CC=CC=C1OC1=CC=C(S(=O)(=O)C=2C=CC(OC=3C(=CC=CC=3)N)=CC=2)C=C1 OIJXXZFOLPVYOZ-UHFFFAOYSA-N 0.000 claims abstract 2
• 239000012043 crude product Substances 0.000 claims description 11
• 238000000034 method Methods 0.000 claims description 10
• 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 5
• 239000003513 alkali Substances 0.000 claims description 2
• 238000006386 neutralization reaction Methods 0.000 claims description 2
• OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 abstract description 6
• 150000001875 compounds Chemical class 0.000 abstract description 4
• 239000002994 raw material Substances 0.000 abstract description 2
• 239000000243 solution Substances 0.000 abstract 3
• 239000007864 aqueous solution Substances 0.000 abstract 1
• 238000001816 cooling Methods 0.000 abstract 1
• 229920000642 polymer Polymers 0.000 abstract 1
• HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
• KZTYYGOKRVBIMI-UHFFFAOYSA-N diphenyl sulfone Chemical compound C=1C=CC=CC=1S(=O)(=O)C1=CC=CC=C1 KZTYYGOKRVBIMI-UHFFFAOYSA-N 0.000 description 6
• 239000000047 product Substances 0.000 description 5
• 238000004519 manufacturing process Methods 0.000 description 4
• 238000002844 melting Methods 0.000 description 4
• 230000008018 melting Effects 0.000 description 4
• KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 3
• KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
• 238000001914 filtration Methods 0.000 description 3
• 238000004128 high performance liquid chromatography Methods 0.000 description 3
• 239000003960 organic solvent Substances 0.000 description 3
• CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
• 230000000052 comparative effect Effects 0.000 description 2
• 238000004090 dissolution Methods 0.000 description 2
• 239000000706 filtrate Substances 0.000 description 2
• 239000002244 precipitate Substances 0.000 description 2
• 235000011121 sodium hydroxide Nutrition 0.000 description 2
• 238000003756 stirring Methods 0.000 description 2
• 239000000126 substance Substances 0.000 description 2
• VZSRBBMJRBPUNF-UHFFFAOYSA-N 2-(2,3-dihydro-1H-inden-2-ylamino)-N-[3-oxo-3-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)propyl]pyrimidine-5-carboxamide Chemical compound C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)C(=O)NCCC(N1CC2=C(CC1)NN=N2)=O VZSRBBMJRBPUNF-UHFFFAOYSA-N 0.000 description 1
• CDAWCLOXVUBKRW-UHFFFAOYSA-N 2-aminophenol Chemical compound NC1=CC=CC=C1O CDAWCLOXVUBKRW-UHFFFAOYSA-N 0.000 description 1
• QCQCHGYLTSGIGX-GHXANHINSA-N 4-[[(3ar,5ar,5br,7ar,9s,11ar,11br,13as)-5a,5b,8,8,11a-pentamethyl-3a-[(5-methylpyridine-3-carbonyl)amino]-2-oxo-1-propan-2-yl-4,5,6,7,7a,9,10,11,11b,12,13,13a-dodecahydro-3h-cyclopenta[a]chrysen-9-yl]oxy]-2,2-dimethyl-4-oxobutanoic acid Chemical compound N([C@@]12CC[C@@]3(C)[C@]4(C)CC[C@H]5C(C)(C)[C@@H](OC(=O)CC(C)(C)C(O)=O)CC[C@]5(C)[C@H]4CC[C@@H]3C1=C(C(C2)=O)C(C)C)C(=O)C1=CN=CC(C)=C1 QCQCHGYLTSGIGX-GHXANHINSA-N 0.000 description 1
• VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 1
• LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
• -1 aminophenoxy Chemical group 0.000 description 1
• 235000011114 ammonium hydroxide Nutrition 0.000 description 1
• 239000003795 chemical substances by application Substances 0.000 description 1
• 238000004040 coloring Methods 0.000 description 1
• 230000000694 effects Effects 0.000 description 1
• 150000003840 hydrochlorides Chemical class 0.000 description 1
• 230000003472 neutralizing effect Effects 0.000 description 1
• 235000011118 potassium hydroxide Nutrition 0.000 description 1
• 238000001953 recrystallisation Methods 0.000 description 1
• 235000017550 sodium carbonate Nutrition 0.000 description 1
• 229910000029 sodium carbonate Inorganic materials 0.000 description 1
• 239000002904 solvent Substances 0.000 description 1