JPS632256B2 - - Google Patents
Info
- Publication number
- JPS632256B2 JPS632256B2 JP12377080A JP12377080A JPS632256B2 JP S632256 B2 JPS632256 B2 JP S632256B2 JP 12377080 A JP12377080 A JP 12377080A JP 12377080 A JP12377080 A JP 12377080A JP S632256 B2 JPS632256 B2 JP S632256B2
- Authority
- JP
- Japan
- Prior art keywords
- acid
- reaction
- temperature
- metadiaminobenzene
- water
- 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
Links
- WZCQRUWWHSTZEM-UHFFFAOYSA-N 1,3-phenylenediamine Chemical compound NC1=CC=CC(N)=C1 WZCQRUWWHSTZEM-UHFFFAOYSA-N 0.000 claims description 14
- 238000006277 sulfonation reaction Methods 0.000 claims description 13
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 13
- 239000000203 mixture Substances 0.000 claims description 7
- 238000004519 manufacturing process Methods 0.000 claims description 6
- JVMSQRAXNZPDHF-UHFFFAOYSA-N 2,4-diaminobenzenesulfonic acid Chemical compound NC1=CC=C(S(O)(=O)=O)C(N)=C1 JVMSQRAXNZPDHF-UHFFFAOYSA-N 0.000 claims description 5
- 239000002253 acid Substances 0.000 description 27
- 238000006243 chemical reaction Methods 0.000 description 25
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 16
- 238000000034 method Methods 0.000 description 7
- 239000013078 crystal Substances 0.000 description 6
- 239000006227 byproduct Substances 0.000 description 4
- 238000001816 cooling Methods 0.000 description 4
- GEYOCULIXLDCMW-UHFFFAOYSA-N 1,2-phenylenediamine Chemical compound NC1=CC=CC=C1N GEYOCULIXLDCMW-UHFFFAOYSA-N 0.000 description 3
- KEQGZUUPPQEDPF-UHFFFAOYSA-N 1,3-dichloro-5,5-dimethylimidazolidine-2,4-dione Chemical compound CC1(C)N(Cl)C(=O)N(Cl)C1=O KEQGZUUPPQEDPF-UHFFFAOYSA-N 0.000 description 3
- XTHPWXDJESJLNJ-UHFFFAOYSA-N chlorosulfonic acid Substances OS(Cl)(=O)=O XTHPWXDJESJLNJ-UHFFFAOYSA-N 0.000 description 3
- 230000007423 decrease Effects 0.000 description 3
- 238000004458 analytical method Methods 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 238000004128 high performance liquid chromatography Methods 0.000 description 2
- 239000005457 ice water Substances 0.000 description 2
- 239000002244 precipitate Substances 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 239000000376 reactant Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 239000002699 waste material Substances 0.000 description 2
- UGEHFOSBNBEWMP-UHFFFAOYSA-N 2,3-diaminobenzenesulfonic acid Chemical compound NC1=CC=CC(S(O)(=O)=O)=C1N UGEHFOSBNBEWMP-UHFFFAOYSA-N 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
- VYZAHLCBVHPDDF-UHFFFAOYSA-N Dinitrochlorobenzene Chemical compound [O-][N+](=O)C1=CC=C(Cl)C([N+]([O-])=O)=C1 VYZAHLCBVHPDDF-UHFFFAOYSA-N 0.000 description 1
- OLKQHKAXAXIAAT-UHFFFAOYSA-N NC1(C(C=CC(=C1)N)S(=O)(=O)O)S(=O)(=O)O Chemical compound NC1(C(C=CC(=C1)N)S(=O)(=O)O)S(=O)(=O)O OLKQHKAXAXIAAT-UHFFFAOYSA-N 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-N Sulfurous acid Chemical compound OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 125000001309 chloro group Chemical group Cl* 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 230000006326 desulfonation Effects 0.000 description 1
- 238000005869 desulfonation reaction Methods 0.000 description 1
- 230000020169 heat generation Effects 0.000 description 1
- 239000012456 homogeneous solution Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 238000010298 pulverizing process Methods 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 238000005070 sampling Methods 0.000 description 1
- 125000000542 sulfonic acid group Chemical group 0.000 description 1
- HIFJUMGIHIZEPX-UHFFFAOYSA-N sulfuric acid;sulfur trioxide Chemical compound O=S(=O)=O.OS(O)(=O)=O HIFJUMGIHIZEPX-UHFFFAOYSA-N 0.000 description 1
- 238000004809 thin layer chromatography Methods 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP12377080A JPS5748961A (en) | 1980-09-05 | 1980-09-05 | Preparation of 2,4-diaminobenzenesulfonic acid |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP12377080A JPS5748961A (en) | 1980-09-05 | 1980-09-05 | Preparation of 2,4-diaminobenzenesulfonic acid |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS5748961A JPS5748961A (en) | 1982-03-20 |
| JPS632256B2 true JPS632256B2 (de) | 1988-01-18 |
Family
ID=14868843
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP12377080A Granted JPS5748961A (en) | 1980-09-05 | 1980-09-05 | Preparation of 2,4-diaminobenzenesulfonic acid |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS5748961A (de) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH05117313A (ja) * | 1990-03-08 | 1993-05-14 | Basf Ag | Ｎ−ビニルアミドの加水分解されたポリマーの安定な水／油−エマルジヨンを製造する方法 |
| JPH08329634A (ja) * | 1995-05-31 | 1996-12-13 | Nec Corp | 磁気ヘッド |
| CN100386312C (zh) * | 2006-07-18 | 2008-05-07 | 上海世景国际贸易有限公司 | 2，4-二氨基苯磺酸及其盐的合成方法 |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE10243028A1 (de) | 2002-09-17 | 2004-03-25 | Bayer Ag | Verfahren zur Herstellung isolierter 3,4-Diaminobenzolsulfonsäure |
| CN102516137A (zh) * | 2011-12-08 | 2012-06-27 | 江苏远征化工有限公司 | 2,4-二氨基苯磺酸及其盐的生产方法 |
| CN103553982A (zh) * | 2013-08-22 | 2014-02-05 | 上海鸿源鑫创材料科技有限公司 | 2,4-二氨基苯磺酸钠的制备工艺 |
| CN108675946A (zh) * | 2018-06-21 | 2018-10-19 | 中北大学 | 一种制备2,4-二氨基苯磺酸的方法 |
-
1980
- 1980-09-05 JP JP12377080A patent/JPS5748961A/ja active Granted
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH05117313A (ja) * | 1990-03-08 | 1993-05-14 | Basf Ag | Ｎ−ビニルアミドの加水分解されたポリマーの安定な水／油−エマルジヨンを製造する方法 |
| JPH08329634A (ja) * | 1995-05-31 | 1996-12-13 | Nec Corp | 磁気ヘッド |
| CN100386312C (zh) * | 2006-07-18 | 2008-05-07 | 上海世景国际贸易有限公司 | 2，4-二氨基苯磺酸及其盐的合成方法 |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS5748961A (en) | 1982-03-20 |
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