PL88905B1 - - Google Patents
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- Publication number
- PL88905B1 PL88905B1 PL1970147550A PL14755070A PL88905B1 PL 88905 B1 PL88905 B1 PL 88905B1 PL 1970147550 A PL1970147550 A PL 1970147550A PL 14755070 A PL14755070 A PL 14755070A PL 88905 B1 PL88905 B1 PL 88905B1
- Authority
- PL
- Poland
- Prior art keywords
- formula
- hydrogen
- group
- compound
- lower alkyl
- Prior art date
Links
- 150000001875 compounds Chemical class 0.000 claims description 17
- 239000000460 chlorine Chemical group 0.000 claims description 12
- 239000001257 hydrogen Substances 0.000 claims description 11
- 229910052739 hydrogen Inorganic materials 0.000 claims description 11
- LUBJCRLGQSPQNN-UHFFFAOYSA-N 1-Phenylurea Chemical class NC(=O)NC1=CC=CC=C1 LUBJCRLGQSPQNN-UHFFFAOYSA-N 0.000 claims description 6
- 150000002431 hydrogen Chemical class 0.000 claims description 6
- 125000000217 alkyl group Chemical group 0.000 claims description 5
- 229910052740 iodine Inorganic materials 0.000 claims description 5
- 238000000034 method Methods 0.000 claims description 5
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 5
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 4
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 claims description 4
- 239000001301 oxygen Substances 0.000 claims description 4
- 229910052760 oxygen Inorganic materials 0.000 claims description 4
- 238000002360 preparation method Methods 0.000 claims description 4
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims description 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 3
- 125000000304 alkynyl group Chemical group 0.000 claims description 3
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical group [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 2
- 239000002253 acid Substances 0.000 claims description 2
- 125000003545 alkoxy group Chemical group 0.000 claims description 2
- 239000011230 binding agent Substances 0.000 claims description 2
- 238000009835 boiling Methods 0.000 claims description 2
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical group BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 2
- 229910052794 bromium Chemical group 0.000 claims description 2
- 229910052801 chlorine Inorganic materials 0.000 claims description 2
- 229910052736 halogen Inorganic materials 0.000 claims description 2
- PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical group II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 claims description 2
- 239000003960 organic solvent Substances 0.000 claims description 2
- 239000002904 solvent Substances 0.000 claims description 2
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 2
- 230000007935 neutral effect Effects 0.000 claims 1
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 15
- 101000913968 Ipomoea purpurea Chalcone synthase C Proteins 0.000 description 10
- 101000907988 Petunia hybrida Chalcone-flavanone isomerase C Proteins 0.000 description 10
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
- 125000001424 substituent group Chemical group 0.000 description 5
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 4
- 238000002844 melting Methods 0.000 description 4
- 230000008018 melting Effects 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- 239000012043 crude product Substances 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- 229910052731 fluorine Inorganic materials 0.000 description 2
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 2
- 238000010992 reflux Methods 0.000 description 2
- PNPCRKVUWYDDST-UHFFFAOYSA-N 3-chloroaniline Chemical compound NC1=CC=CC(Cl)=C1 PNPCRKVUWYDDST-UHFFFAOYSA-N 0.000 description 1
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 1
- 101150026868 CHS1 gene Proteins 0.000 description 1
- YIIMEMSDCNDGTB-UHFFFAOYSA-N Dimethylcarbamoyl chloride Chemical compound CN(C)C(Cl)=O YIIMEMSDCNDGTB-UHFFFAOYSA-N 0.000 description 1
- 108010093488 His-His-His-His-His-His Proteins 0.000 description 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
- 241000607479 Yersinia pestis Species 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 230000003115 biocidal effect Effects 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 125000001309 chloro group Chemical group Cl* 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 125000004430 oxygen atom Chemical group O* 0.000 description 1
- 230000000361 pesticidal effect Effects 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 235000021395 porridge Nutrition 0.000 description 1
- 229910000027 potassium carbonate Inorganic materials 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C275/00—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups
- C07C275/64—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of urea groups singly-bound to oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C275/00—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups
- C07C275/28—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of urea groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
- C07C275/32—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of urea groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton being further substituted by singly-bound oxygen atoms
- C07C275/34—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of urea groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton being further substituted by singly-bound oxygen atoms having nitrogen atoms of urea groups and singly-bound oxygen atoms bound to carbon atoms of the same non-condensed six-membered aromatic ring
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH1419969A CH522358A (de) | 1969-09-19 | 1969-09-19 | Zur Schädlingsbekämpfung geeignetes Mittel |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| PL88905B1 true PL88905B1 (en, 2012) | 1976-10-30 |
Family
ID=4398756
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PL1970143270A PL81041B1 (en, 2012) | 1969-09-19 | 1970-09-17 | |
| PL1970147550A PL88905B1 (en, 2012) | 1969-09-19 | 1970-09-17 |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PL1970143270A PL81041B1 (en, 2012) | 1969-09-19 | 1970-09-17 |
Country Status (17)
| Country | Link |
|---|---|
| JP (1) | JPS4825490B1 (en, 2012) |
| AT (1) | AT298149B (en, 2012) |
| BE (1) | BE756314A (en, 2012) |
| CA (1) | CA933944A (en, 2012) |
| CH (1) | CH522358A (en, 2012) |
| CS (1) | CS165341B2 (en, 2012) |
| DE (1) | DE2044735C3 (en, 2012) |
| DK (1) | DK131146B (en, 2012) |
| FR (1) | FR2059239A5 (en, 2012) |
| GB (1) | GB1294009A (en, 2012) |
| HU (1) | HU162229B (en, 2012) |
| IL (1) | IL35272A (en, 2012) |
| NL (1) | NL7013852A (en, 2012) |
| PL (2) | PL81041B1 (en, 2012) |
| RO (1) | RO61056A (en, 2012) |
| SE (1) | SE358386B (en, 2012) |
| ZA (1) | ZA706246B (en, 2012) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0016731B1 (de) * | 1979-03-26 | 1983-02-16 | Ciba-Geigy Ag | Meta-Cyanoalkoxy-Phenylharnstoffe mit herbizider Wirkung, deren Herstellung und sie enthaltende Mittel |
| US4323388A (en) | 1980-03-10 | 1982-04-06 | Ciba-Geigy Corporation | Cyanoalkyl-phenylureas having selective herbicidal activity |
| US4436935A (en) * | 1980-08-19 | 1984-03-13 | Ciba-Geigy Corporation | Thiocarbamoylalkoxyphenylureas |
| US9512892B2 (en) * | 2009-10-26 | 2016-12-06 | Performance Friction Corporation | Brake caliper with brake pad timing and retraction controller |
| EA201692076A1 (ru) * | 2014-04-17 | 2017-04-28 | Басф Се | Новые ингибиторы нитрификации |
| US10253835B2 (en) | 2015-11-10 | 2019-04-09 | Performance Friction Corporation | Brake caliper with brake pad timing and retraction controller with lock-connection |
-
0
- BE BE756314D patent/BE756314A/xx unknown
-
1969
- 1969-09-19 CH CH1419969A patent/CH522358A/de not_active IP Right Cessation
-
1970
- 1970-08-26 FR FR7031147A patent/FR2059239A5/fr not_active Expired
- 1970-09-10 CA CA092750A patent/CA933944A/en not_active Expired
- 1970-09-10 DE DE2044735A patent/DE2044735C3/de not_active Expired
- 1970-09-10 IL IL35272A patent/IL35272A/xx unknown
- 1970-09-14 CS CS6258A patent/CS165341B2/cs unknown
- 1970-09-14 ZA ZA706246A patent/ZA706246B/xx unknown
- 1970-09-17 PL PL1970143270A patent/PL81041B1/xx unknown
- 1970-09-17 PL PL1970147550A patent/PL88905B1/pl unknown
- 1970-09-18 HU HUCI1032A patent/HU162229B/hu unknown
- 1970-09-18 GB GB44640/70A patent/GB1294009A/en not_active Expired
- 1970-09-18 NL NL7013852A patent/NL7013852A/xx not_active Application Discontinuation
- 1970-09-18 SE SE12717/70A patent/SE358386B/xx unknown
- 1970-09-18 AT AT847270A patent/AT298149B/de not_active IP Right Cessation
- 1970-09-18 DK DK480770AA patent/DK131146B/da not_active IP Right Cessation
- 1970-09-19 RO RO64480A patent/RO61056A/ro unknown
- 1970-09-19 JP JP45081901A patent/JPS4825490B1/ja active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| BE756314A (fr) | 1971-03-18 |
| NL7013852A (en, 2012) | 1971-03-23 |
| DE2044735B2 (de) | 1979-01-25 |
| DE2044735A1 (de) | 1971-05-06 |
| PL81041B1 (en, 2012) | 1975-08-30 |
| RO61056A (en, 2012) | 1977-04-15 |
| FR2059239A5 (en, 2012) | 1971-05-28 |
| CS165341B2 (en, 2012) | 1975-12-22 |
| ZA706246B (en) | 1971-05-27 |
| SE358386B (en, 2012) | 1973-07-30 |
| IL35272A (en) | 1974-05-16 |
| DK131146C (en, 2012) | 1975-11-10 |
| AT298149B (de) | 1972-04-25 |
| IL35272A0 (en) | 1970-11-30 |
| DE2044735C3 (de) | 1979-09-27 |
| GB1294009A (en) | 1972-10-25 |
| DK131146B (da) | 1975-06-02 |
| CH522358A (de) | 1972-06-30 |
| JPS4825490B1 (en, 2012) | 1973-07-30 |
| CA933944A (en) | 1973-09-18 |
| HU162229B (en, 2012) | 1973-01-29 |
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