SU719496A3 - Способ получени арилен-бис-сульфонилмочевин - Google Patents
Способ получени арилен-бис-сульфонилмочевин Download PDFInfo
- Publication number
- SU719496A3 SU719496A3 SU762314903A SU2314903A SU719496A3 SU 719496 A3 SU719496 A3 SU 719496A3 SU 762314903 A SU762314903 A SU 762314903A SU 2314903 A SU2314903 A SU 2314903A SU 719496 A3 SU719496 A3 SU 719496A3
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- water
- general formula
- mixture
- minutes
- precipitate
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 4
- 235000013877 carbamide Nutrition 0.000 title 1
- 150000003672 ureas Chemical class 0.000 title 1
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims abstract description 48
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 21
- 239000000203 mixture Substances 0.000 claims abstract description 9
- JSYGRUBHOCKMGQ-UHFFFAOYSA-N dichloramine Chemical compound ClNCl JSYGRUBHOCKMGQ-UHFFFAOYSA-N 0.000 claims description 5
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 claims description 4
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims description 4
- 229940100389 Sulfonylurea Drugs 0.000 claims description 3
- 125000000217 alkyl group Chemical group 0.000 claims 2
- 229910052736 halogen Inorganic materials 0.000 claims 2
- 150000002367 halogens Chemical class 0.000 claims 2
- 239000003513 alkali Substances 0.000 claims 1
- 125000003118 aryl group Chemical group 0.000 claims 1
- 125000000753 cycloalkyl group Chemical group 0.000 claims 1
- 239000002184 metal Substances 0.000 claims 1
- 150000008044 alkali metal hydroxides Chemical class 0.000 abstract description 6
- 229940124530 sulfonamide Drugs 0.000 abstract description 5
- FDDDEECHVMSUSB-UHFFFAOYSA-N sulfanilamide Chemical compound NC1=CC=C(S(N)(=O)=O)C=C1 FDDDEECHVMSUSB-UHFFFAOYSA-N 0.000 abstract description 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 230000000973 chemotherapeutic effect Effects 0.000 abstract 1
- 125000005442 diisocyanate group Chemical group 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 15
- 239000002244 precipitate Substances 0.000 description 15
- 239000000725 suspension Substances 0.000 description 10
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
- 238000006243 chemical reaction Methods 0.000 description 8
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 6
- 238000001816 cooling Methods 0.000 description 5
- LMYRWZFENFIFIT-UHFFFAOYSA-N toluene-4-sulfonamide Chemical compound CC1=CC=C(S(N)(=O)=O)C=C1 LMYRWZFENFIFIT-UHFFFAOYSA-N 0.000 description 5
- 239000002253 acid Substances 0.000 description 4
- 238000003756 stirring Methods 0.000 description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 3
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 3
- 239000004202 carbamide Substances 0.000 description 3
- 239000000706 filtrate Substances 0.000 description 3
- 230000001590 oxidative effect Effects 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- 150000003456 sulfonamides Chemical class 0.000 description 3
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 2
- WCUXLLCKKVVCTQ-UHFFFAOYSA-M Potassium chloride Chemical compound [Cl-].[K+] WCUXLLCKKVVCTQ-UHFFFAOYSA-M 0.000 description 2
- 150000001408 amides Chemical class 0.000 description 2
- 239000004305 biphenyl Substances 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 230000003993 interaction Effects 0.000 description 2
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 2
- 230000007935 neutral effect Effects 0.000 description 2
- 230000020477 pH reduction Effects 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 238000001556 precipitation Methods 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 230000035484 reaction time Effects 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- 159000000000 sodium salts Chemical class 0.000 description 2
- YROXIXLRRCOBKF-UHFFFAOYSA-N sulfonylurea Chemical compound OC(=N)N=S(=O)=O YROXIXLRRCOBKF-UHFFFAOYSA-N 0.000 description 2
- QBVITSVUTZSINJ-UHFFFAOYSA-N NCl.NCl.C(C1=CC=C(C(=O)O)C=C1)(=O)O Chemical compound NCl.NCl.C(C1=CC=C(C(=O)O)C=C1)(=O)O QBVITSVUTZSINJ-UHFFFAOYSA-N 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- NWKWLEZURAQQKN-UHFFFAOYSA-N S(=O)(=O)(O)CCCCCCCCCNC(=O)N Chemical compound S(=O)(=O)(O)CCCCCCCCCNC(=O)N NWKWLEZURAQQKN-UHFFFAOYSA-N 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 238000006073 displacement reaction Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 230000009969 flowable effect Effects 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 159000000011 group IA salts Chemical class 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 235000010755 mineral Nutrition 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- WHQSYGRFZMUQGQ-UHFFFAOYSA-N n,n-dimethylformamide;hydrate Chemical compound O.CN(C)C=O WHQSYGRFZMUQGQ-UHFFFAOYSA-N 0.000 description 1
- RXOHFPCZGPKIRD-UHFFFAOYSA-N naphthalene-2,6-dicarboxylic acid Chemical compound C1=C(C(O)=O)C=CC2=CC(C(=O)O)=CC=C21 RXOHFPCZGPKIRD-UHFFFAOYSA-N 0.000 description 1
- 239000001048 orange dye Substances 0.000 description 1
- 125000005440 p-toluyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1C(*)=O)C([H])([H])[H] 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 description 1
- 239000001103 potassium chloride Substances 0.000 description 1
- 235000011164 potassium chloride Nutrition 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000011877 solvent mixture Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C311/00—Amides of sulfonic acids, i.e. compounds having singly-bound oxygen atoms of sulfo groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
- C07C311/50—Compounds containing any of the groups, X being a hetero atom, Y being any atom
- C07C311/52—Y being a hetero atom
- C07C311/54—Y being a hetero atom either X or Y, but not both, being nitrogen atoms, e.g. N-sulfonylurea
- C07C311/57—Y being a hetero atom either X or Y, but not both, being nitrogen atoms, e.g. N-sulfonylurea having sulfur atoms of the sulfonylurea groups bound to carbon atoms of six-membered aromatic rings
- C07C311/60—Y being a hetero atom either X or Y, but not both, being nitrogen atoms, e.g. N-sulfonylurea having sulfur atoms of the sulfonylurea groups bound to carbon atoms of six-membered aromatic rings having nitrogen atoms of the sulfonylurea groups bound to carbon atoms of six-membered aromatic rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19752502428 DE2502428C2 (de) | 1975-01-22 | 1975-01-22 | Verfahren zur herstellung von na- oder k-salzen von arylen- bis -sulfonylharnstoffen oder der entsprechenden arylenbis-sulfonylharnstoffen |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU719496A3 true SU719496A3 (ru) | 1980-02-29 |
Family
ID=5936990
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU762314903A SU719496A3 (ru) | 1975-01-22 | 1976-01-21 | Способ получени арилен-бис-сульфонилмочевин |
Country Status (13)
| Country | Link |
|---|---|
| JP (1) | JPS5929585B2 (enExample) |
| AT (1) | AT345850B (enExample) |
| BE (1) | BE837753A (enExample) |
| CA (1) | CA1051026A (enExample) |
| CH (1) | CH618422A5 (enExample) |
| DD (1) | DD123324A5 (enExample) |
| DE (1) | DE2502428C2 (enExample) |
| ES (1) | ES444512A1 (enExample) |
| FR (1) | FR2298537A1 (enExample) |
| GB (1) | GB1515991A (enExample) |
| IT (1) | IT1053316B (enExample) |
| NL (1) | NL7600649A (enExample) |
| SU (1) | SU719496A3 (enExample) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2710595C3 (de) | 1977-03-11 | 1980-11-06 | Akzo Gmbh, 5600 Wuppertal | Verfahren zur Herstellung der Trans-Isomeren von Cyclohexan-l,4-diamin-, diurethanen, -diharnstoffen, -disulfonylharnstoffen und -diisocyanat |
| DE3019491C2 (de) * | 1980-05-22 | 1985-02-21 | Akzo Gmbh, 5600 Wuppertal | Verfahren zur Herstellung von Oximcarbamaten |
| JP2789942B2 (ja) * | 1992-07-06 | 1998-08-27 | 王子製紙株式会社 | ビス（ｐ−トルエンスルホニルアミノカルボニルアミノ）ジフェニル化合物類 |
| CN111285787B (zh) * | 2020-03-09 | 2021-02-09 | 潍坊大有生物化工有限公司 | 一种新型非酚热敏显色剂、制备方法及其在热敏记录材料中的应用 |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR993465A (fr) * | 1949-06-28 | 1951-10-31 | Procédé pour la production de sulfo-dérivés de l'urée ou de la thio-urée | |
| NL218580A (enExample) * | 1960-04-28 | |||
| FR1355961A (fr) * | 1963-04-22 | 1964-03-20 | Hoechst Ag | Hydroxy-benzène-sulfonyl-urées et leur préparation |
-
1975
- 1975-01-22 DE DE19752502428 patent/DE2502428C2/de not_active Expired
-
1976
- 1976-01-06 FR FR7600164A patent/FR2298537A1/fr active Granted
- 1976-01-15 IT IT4764976A patent/IT1053316B/it active
- 1976-01-15 CH CH38876A patent/CH618422A5/de not_active IP Right Cessation
- 1976-01-16 GB GB1706/76A patent/GB1515991A/en not_active Expired
- 1976-01-16 AT AT28176A patent/AT345850B/de not_active IP Right Cessation
- 1976-01-20 DD DD19088776A patent/DD123324A5/xx unknown
- 1976-01-21 SU SU762314903A patent/SU719496A3/ru active
- 1976-01-21 BE BE163662A patent/BE837753A/xx not_active IP Right Cessation
- 1976-01-21 ES ES444512A patent/ES444512A1/es not_active Expired
- 1976-01-21 CA CA243,973A patent/CA1051026A/en not_active Expired
- 1976-01-22 JP JP633876A patent/JPS5929585B2/ja not_active Expired
- 1976-01-22 NL NL7600649A patent/NL7600649A/xx not_active Application Discontinuation
Also Published As
| Publication number | Publication date |
|---|---|
| DE2502428B1 (de) | 1976-04-08 |
| AT345850B (de) | 1978-10-10 |
| DD123324A5 (enExample) | 1976-12-12 |
| FR2298537A1 (fr) | 1976-08-20 |
| NL7600649A (nl) | 1976-07-26 |
| BE837753A (fr) | 1976-05-14 |
| GB1515991A (en) | 1978-06-28 |
| CH618422A5 (en) | 1980-07-31 |
| CA1051026A (en) | 1979-03-20 |
| ATA28176A (de) | 1978-02-15 |
| DE2502428C2 (de) | 1976-11-18 |
| IT1053316B (it) | 1981-08-31 |
| FR2298537B1 (enExample) | 1980-07-25 |
| JPS5198241A (en) | 1976-08-30 |
| JPS5929585B2 (ja) | 1984-07-21 |
| ES444512A1 (es) | 1977-05-16 |
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