JPH0244831B2 - - Google Patents
Info
- Publication number
- JPH0244831B2 JPH0244831B2 JP55124576A JP12457680A JPH0244831B2 JP H0244831 B2 JPH0244831 B2 JP H0244831B2 JP 55124576 A JP55124576 A JP 55124576A JP 12457680 A JP12457680 A JP 12457680A JP H0244831 B2 JPH0244831 B2 JP H0244831B2
- Authority
- JP
- Japan
- Prior art keywords
- nitrophenyl
- hydroxyethyl
- parts
- formula
- hydrogen peroxide
- 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.)
- Expired - Lifetime
Links
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 claims description 24
- 238000004519 manufacturing process Methods 0.000 claims description 6
- 238000007254 oxidation reaction Methods 0.000 claims description 6
- 239000007864 aqueous solution Substances 0.000 claims description 5
- 230000003647 oxidation Effects 0.000 claims description 5
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 4
- TWROWYXNCKRGSE-UHFFFAOYSA-N [N+](=O)([O-])C(CS(=O)(=O)CC([N+](=O)[O-])(C1=CC=CC=C1)O)(O)C1=CC=CC=C1 Chemical class [N+](=O)([O-])C(CS(=O)(=O)CC([N+](=O)[O-])(C1=CC=CC=C1)O)(O)C1=CC=CC=C1 TWROWYXNCKRGSE-UHFFFAOYSA-N 0.000 claims description 4
- 239000003054 catalyst Substances 0.000 claims description 4
- 239000000460 chlorine Substances 0.000 claims description 4
- 229910052801 chlorine Inorganic materials 0.000 claims description 4
- 239000001257 hydrogen Substances 0.000 claims description 4
- 229910052739 hydrogen Inorganic materials 0.000 claims description 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 4
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 4
- CMPGARWFYBADJI-UHFFFAOYSA-L tungstic acid Chemical compound O[W](O)(=O)=O CMPGARWFYBADJI-UHFFFAOYSA-L 0.000 claims description 4
- 150000003839 salts Chemical class 0.000 claims description 3
- 238000000034 method Methods 0.000 description 10
- 238000006243 chemical reaction Methods 0.000 description 9
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
- MYPTVBMGGUVBLK-UHFFFAOYSA-N [N+](=O)([O-])C1=C(C=CC=C1)C(CSCC(C1=C(C=CC=C1)[N+](=O)[O-])O)O Chemical compound [N+](=O)([O-])C1=C(C=CC=C1)C(CSCC(C1=C(C=CC=C1)[N+](=O)[O-])O)O MYPTVBMGGUVBLK-UHFFFAOYSA-N 0.000 description 6
- 238000004811 liquid chromatography Methods 0.000 description 5
- -1 nitrophenyl-β-hydroxyethyl sulfoxide Chemical compound 0.000 description 5
- ONFKRXFVLZDIDU-UHFFFAOYSA-N [N+](=O)([O-])C1=C(C=CC=C1)C(CS(=O)(=O)CC(C1=C(C=CC=C1)[N+](=O)[O-])O)O Chemical compound [N+](=O)([O-])C1=C(C=CC=C1)C(CS(=O)(=O)CC(C1=C(C=CC=C1)[N+](=O)[O-])O)O ONFKRXFVLZDIDU-UHFFFAOYSA-N 0.000 description 4
- 238000002844 melting Methods 0.000 description 4
- 230000008018 melting Effects 0.000 description 4
- 150000003457 sulfones Chemical class 0.000 description 4
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 229960000583 acetic acid Drugs 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 238000007796 conventional method Methods 0.000 description 3
- 238000001816 cooling Methods 0.000 description 3
- 239000013078 crystal Substances 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- PWHHOXIZSHCFSH-UHFFFAOYSA-N 2-(2-hydroxy-2-nitro-2-phenylethyl)sulfanyl-1-nitro-1-phenylethanol Chemical compound C=1C=CC=CC=1C([N+]([O-])=O)(O)CSCC(O)([N+]([O-])=O)C1=CC=CC=C1 PWHHOXIZSHCFSH-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
- WDJLDRBCOKVKBE-UHFFFAOYSA-N [N+](=O)([O-])C1=CC=C(C=C1)C(CSCC(C1=CC=C(C=C1)[N+](=O)[O-])O)O Chemical compound [N+](=O)([O-])C1=CC=C(C=C1)C(CSCC(C1=CC=C(C=C1)[N+](=O)[O-])O)O WDJLDRBCOKVKBE-UHFFFAOYSA-N 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 150000002739 metals Chemical class 0.000 description 2
- 230000001590 oxidative effect Effects 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 description 1
- MKVZBWHQISBPHT-UHFFFAOYSA-N OC(CS(=O)(=O)CC(O)C1=CC=C(C=C1)[N+]([O-])=O)C1=CC=C(C=C1)[N+]([O-])=O Chemical compound OC(CS(=O)(=O)CC(O)C1=CC=C(C=C1)[N+]([O-])=O)C1=CC=C(C=C1)[N+]([O-])=O MKVZBWHQISBPHT-UHFFFAOYSA-N 0.000 description 1
- UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 description 1
- 150000003863 ammonium salts Chemical class 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 239000012362 glacial acetic acid Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- QWPPOHNGKGFGJK-UHFFFAOYSA-N hypochlorous acid Chemical compound ClO QWPPOHNGKGFGJK-UHFFFAOYSA-N 0.000 description 1
- 230000000415 inactivating effect Effects 0.000 description 1
- 150000002484 inorganic compounds Chemical class 0.000 description 1
- 229910010272 inorganic material Inorganic materials 0.000 description 1
- 239000000543 intermediate Substances 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 239000003352 sequestering agent Substances 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- XMVONEAAOPAGAO-UHFFFAOYSA-N sodium tungstate Chemical compound [Na+].[Na+].[O-][W]([O-])(=O)=O XMVONEAAOPAGAO-UHFFFAOYSA-N 0.000 description 1
- 150000003462 sulfoxides Chemical class 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- DGVVWUTYPXICAM-UHFFFAOYSA-N β‐Mercaptoethanol Chemical compound OCCS DGVVWUTYPXICAM-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Priority Applications (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP12457680A JPS5748962A (en) | 1980-09-10 | 1980-09-10 | Preparation of nitrophenyl-beta-hydroxyethyl-sulfonic acids |
| DE19813135367 DE3135367A1 (de) | 1980-09-10 | 1981-09-07 | "verfahren zur herstellung von nitrophenyl-(beta)-hydroxyaethylsulfid- und -(beta)-hydroxyaethylsulfon-derivaten" |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP12457680A JPS5748962A (en) | 1980-09-10 | 1980-09-10 | Preparation of nitrophenyl-beta-hydroxyethyl-sulfonic acids |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS5748962A JPS5748962A (en) | 1982-03-20 |
| JPH0244831B2 true JPH0244831B2 (pt) | 1990-10-05 |
Family
ID=14888887
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP12457680A Granted JPS5748962A (en) | 1980-09-10 | 1980-09-10 | Preparation of nitrophenyl-beta-hydroxyethyl-sulfonic acids |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS5748962A (pt) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4612394A (en) * | 1982-04-06 | 1986-09-16 | Sumitomo Chemical Company, Limited | Process for producing aminophenyl-β-hydroxyethylsulfone |
| DE3336751A1 (de) * | 1983-10-08 | 1985-04-18 | Bayer Ag, 5090 Leverkusen | Verfahren zur herstellung von aminobenzol-alkylsulfonen bzw. -sulfoxiden |
| US6031108A (en) * | 1998-09-16 | 2000-02-29 | Bayer Corporation | Process for the preparation of 2-(methylsulfonyl)-5-(trifluoromethyl)-1,3,4-thiadiazole (TDA sulfone) |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS4891087A (pt) * | 1972-03-02 | 1973-11-27 |
-
1980
- 1980-09-10 JP JP12457680A patent/JPS5748962A/ja active Granted
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS4891087A (pt) * | 1972-03-02 | 1973-11-27 |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS5748962A (en) | 1982-03-20 |
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