SU465783A3 - Способ получени бензолсульфонилмочевины - Google Patents
Способ получени бензолсульфонилмочевиныInfo
- Publication number
- SU465783A3 SU465783A3 SU1443578A SU1159184A SU465783A3 SU 465783 A3 SU465783 A3 SU 465783A3 SU 1443578 A SU1443578 A SU 1443578A SU 1159184 A SU1159184 A SU 1159184A SU 465783 A3 SU465783 A3 SU 465783A3
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- benzenesulfonylurea
- urea
- molecular weight
- low molecular
- preparing
- Prior art date
Links
- 238000000034 method Methods 0.000 title description 5
- GHDLZGOOOLEJKI-UHFFFAOYSA-N benzenesulfonylurea Chemical compound NC(=O)NS(=O)(=O)C1=CC=CC=C1 GHDLZGOOOLEJKI-UHFFFAOYSA-N 0.000 title description 3
- -1 2-methoxy-5-chlorobenzamido Chemical group 0.000 description 10
- 125000000217 alkyl group Chemical group 0.000 description 7
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- 125000004432 carbon atom Chemical group C* 0.000 description 6
- 125000003545 alkoxy group Chemical group 0.000 description 5
- 229910052736 halogen Inorganic materials 0.000 description 4
- 150000002367 halogens Chemical group 0.000 description 4
- 229910052739 hydrogen Inorganic materials 0.000 description 4
- 239000001257 hydrogen Substances 0.000 description 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 4
- 239000012286 potassium permanganate Substances 0.000 description 4
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- 125000002252 acyl group Chemical group 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 3
- 239000007800 oxidant agent Substances 0.000 description 3
- 125000003884 phenylalkyl group Chemical group 0.000 description 3
- 239000002244 precipitate Substances 0.000 description 3
- PNZOMJKWVDVPIE-UHFFFAOYSA-N (4,4-dimethylcyclohexyl)urea Chemical compound CC1(C)CCC(NC(N)=O)CC1 PNZOMJKWVDVPIE-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- 125000004423 acyloxy group Chemical group 0.000 description 2
- 125000005083 alkoxyalkoxy group Chemical group 0.000 description 2
- 125000001183 hydrocarbyl group Chemical group 0.000 description 2
- 239000012442 inert solvent Substances 0.000 description 2
- NUJOXMJBOLGQSY-UHFFFAOYSA-N manganese dioxide Chemical compound O=[Mn]=O NUJOXMJBOLGQSY-UHFFFAOYSA-N 0.000 description 2
- IGXIQOFPTUWHFL-UHFFFAOYSA-N phenylsulfanylurea Chemical compound NC(=O)NSC1=CC=CC=C1 IGXIQOFPTUWHFL-UHFFFAOYSA-N 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 125000001424 substituent group Chemical group 0.000 description 2
- FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 description 2
- XSQUKJJJFZCRTK-UHFFFAOYSA-N urea group Chemical group NC(=O)N XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 2
- YTPLMLYBLZKORZ-UHFFFAOYSA-N Divinylene sulfide Natural products C=1C=CSC=1 YTPLMLYBLZKORZ-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 125000003342 alkenyl group Chemical group 0.000 description 1
- 125000004183 alkoxy alkyl group Chemical group 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- JEHKKBHWRAXMCH-UHFFFAOYSA-N benzenesulfinic acid Chemical class O[S@@](=O)C1=CC=CC=C1 JEHKKBHWRAXMCH-UHFFFAOYSA-N 0.000 description 1
- 150000008107 benzenesulfonic acids Chemical class 0.000 description 1
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 125000000000 cycloalkoxy group Chemical group 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 125000004438 haloalkoxy group Chemical group 0.000 description 1
- 125000005843 halogen group Chemical group 0.000 description 1
- DKAGJZJALZXOOV-UHFFFAOYSA-N hydrate;hydrochloride Chemical compound O.Cl DKAGJZJALZXOOV-UHFFFAOYSA-N 0.000 description 1
- 150000002431 hydrogen Chemical class 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 239000005457 ice water Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 1
- 125000001712 tetrahydronaphthyl group Chemical group C1(CCCC2=CC=CC=C12)* 0.000 description 1
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 1
- 229930192474 thiophene Natural products 0.000 description 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 1
- 210000003462 vein Anatomy 0.000 description 1
- 238000010792 warming Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 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
- C07C311/59—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 rings other than six-membered aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
- C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
- C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
- C07D333/26—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D333/38—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
- C07D333/50—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom condensed with carbocyclic rings or ring systems
- C07D333/52—Benzo[b]thiophenes; Hydrogenated benzo[b]thiophenes
- C07D333/62—Benzo[b]thiophenes; Hydrogenated benzo[b]thiophenes with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to carbon atoms of the hetero ring
- C07D333/68—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
- C07D333/70—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen attached in position 2
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
- C07C2601/14—The ring being saturated
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/18—Systems containing only non-condensed rings with a ring being at least seven-membered
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2602/00—Systems containing two condensed rings
- C07C2602/50—Spiro compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2603/00—Systems containing at least three condensed rings
- C07C2603/56—Ring systems containing bridged rings
- C07C2603/58—Ring systems containing bridged rings containing three rings
- C07C2603/60—Ring systems containing bridged rings containing three rings containing at least one ring with less than six members
- C07C2603/66—Ring systems containing bridged rings containing three rings containing at least one ring with less than six members containing five-membered rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Silicon Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE1966F0049329 DE1252201B (de) | 1966-05-28 | 1966-05-28 | Verfahren zur Herstellung von Benzolsulfonylharnstoffen |
| DE1967F0052152 DE1618402B2 (de) | 1966-05-28 | 1967-04-18 | Benzolsulfonylharnstoffe, verfahren zu ihrer herstellung und diese enthaltende pharmazeutische praeparate |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| SU272184A1 SU272184A1 (enExample) | |
| SU465783A3 true SU465783A3 (ru) | 1975-03-30 |
Family
ID=25977218
Family Applications (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU1443578A SU465783A3 (ru) | 1966-05-28 | 1967-05-27 | Способ получени бензолсульфонилмочевины |
| SU1443576A SU407445A3 (enExample) | 1966-05-28 | 1967-05-27 | |
| SU1444380A SU468403A3 (ru) | 1966-05-28 | 1967-05-28 | Способ получени бензолсульфонилмочевины |
Family Applications After (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU1443576A SU407445A3 (enExample) | 1966-05-28 | 1967-05-27 | |
| SU1444380A SU468403A3 (ru) | 1966-05-28 | 1967-05-28 | Способ получени бензолсульфонилмочевины |
Country Status (22)
| Country | Link |
|---|---|
| JP (1) | JPS5133903B1 (enExample) |
| AR (3) | AR192396A1 (enExample) |
| AT (2) | AT324349B (enExample) |
| BE (1) | BE699134A (enExample) |
| CH (7) | CH503709A (enExample) |
| CY (1) | CY567A (enExample) |
| DE (1) | DE1618402B2 (enExample) |
| DK (1) | DK129414B (enExample) |
| ES (2) | ES340953A1 (enExample) |
| FI (1) | FI46155C (enExample) |
| FR (2) | FR1524754A (enExample) |
| GB (1) | GB1182694A (enExample) |
| IL (1) | IL28034A (enExample) |
| IS (1) | IS734B6 (enExample) |
| LU (1) | LU53740A1 (enExample) |
| MC (1) | MC654A1 (enExample) |
| MY (1) | MY7100059A (enExample) |
| NL (2) | NL157592B (enExample) |
| NO (1) | NO122921B (enExample) |
| OA (1) | OA03625A (enExample) |
| SE (1) | SE336331B (enExample) |
| SU (3) | SU465783A3 (enExample) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL7200696A (enExample) * | 1971-01-23 | 1972-07-25 | ||
| BR112019024831A2 (pt) | 2017-05-24 | 2020-06-09 | The University Of Queensland | composto, sal, solvato ou pró-droga, composição farmacêutica, método de tratamento ou prevenção de uma doença, método para inibir o nlrp3 |
-
1967
- 1967-04-18 DE DE1967F0052152 patent/DE1618402B2/de active Granted
- 1967-05-22 DK DK266367AA patent/DK129414B/da unknown
- 1967-05-23 FI FI671459A patent/FI46155C/fi active
- 1967-05-24 LU LU53740D patent/LU53740A1/xx unknown
- 1967-05-24 IS IS1648A patent/IS734B6/is unknown
- 1967-05-24 ES ES340953A patent/ES340953A1/es not_active Expired
- 1967-05-24 IL IL28034A patent/IL28034A/en unknown
- 1967-05-25 CH CH739467A patent/CH503709A/de not_active IP Right Cessation
- 1967-05-25 CH CH1948569A patent/CH533090A/de not_active IP Right Cessation
- 1967-05-25 CH CH1948669A patent/CH502318A/de not_active IP Right Cessation
- 1967-05-25 CH CH1948769A patent/CH502319A/de not_active IP Right Cessation
- 1967-05-25 CH CH1948869A patent/CH502320A/de not_active IP Right Cessation
- 1967-05-25 CH CH979571A patent/CH533091A/de not_active IP Right Cessation
- 1967-05-25 CH CH1948469A patent/CH502998A/de not_active IP Right Cessation
- 1967-05-26 NL NL6707340.A patent/NL157592B/xx unknown
- 1967-05-26 AT AT493767A patent/AT324349B/de not_active IP Right Cessation
- 1967-05-26 AT AT375674A patent/AT326682B/de active
- 1967-05-26 SE SE07405/67A patent/SE336331B/xx unknown
- 1967-05-26 MC MC694A patent/MC654A1/fr unknown
- 1967-05-27 SU SU1443578A patent/SU465783A3/ru active
- 1967-05-27 SU SU1443576A patent/SU407445A3/ru active
- 1967-05-27 NO NO168334A patent/NO122921B/no unknown
- 1967-05-27 OA OA52951A patent/OA03625A/xx unknown
- 1967-05-28 SU SU1444380A patent/SU468403A3/ru active
- 1967-05-29 FR FR108207A patent/FR1524754A/fr not_active Expired
- 1967-05-29 JP JP42034115A patent/JPS5133903B1/ja active Pending
- 1967-05-29 BE BE699134D patent/BE699134A/xx unknown
- 1967-05-30 GB GB24852/67A patent/GB1182694A/en not_active Expired
- 1967-08-25 FR FR119022A patent/FR6497M/fr not_active Expired
-
1968
- 1968-05-11 ES ES353814A patent/ES353814A1/es not_active Expired
-
1970
- 1970-04-10 AR AR228019A patent/AR192396A1/es active
- 1970-11-26 CY CY56770A patent/CY567A/xx unknown
-
1971
- 1971-12-30 MY MY59/71A patent/MY7100059A/xx unknown
-
1972
- 1972-12-28 AR AR245895A patent/AR193007A1/es active
- 1972-12-31 AR AR245611A patent/AR192829A1/es active
-
1978
- 1978-02-10 NL NL7801563A patent/NL7801563A/xx unknown
Also Published As
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