PL82817B1 - - Google Patents
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- Publication number
- PL82817B1 PL82817B1 PL15284972A PL15284972A PL82817B1 PL 82817 B1 PL82817 B1 PL 82817B1 PL 15284972 A PL15284972 A PL 15284972A PL 15284972 A PL15284972 A PL 15284972A PL 82817 B1 PL82817 B1 PL 82817B1
- Authority
- PL
- Poland
- Prior art keywords
- formula
- low
- compound
- general formula
- low alkyl
- Prior art date
Links
- 238000000034 method Methods 0.000 claims description 4
- -1 alkyl mercaptan Chemical compound 0.000 claims description 2
- 150000001875 compounds Chemical class 0.000 claims 3
- 125000000217 alkyl group Chemical group 0.000 claims 2
- 229910052739 hydrogen Inorganic materials 0.000 claims 2
- 239000001257 hydrogen Substances 0.000 claims 2
- 229910014033 C-OH Inorganic materials 0.000 claims 1
- 229910014570 C—OH Inorganic materials 0.000 claims 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 1
- 125000003545 alkoxy group Chemical group 0.000 claims 1
- 125000004390 alkyl sulfonyl group Chemical group 0.000 claims 1
- 125000001691 aryl alkyl amino group Chemical group 0.000 claims 1
- 229910052794 bromium Inorganic materials 0.000 claims 1
- 125000004432 carbon atom Chemical group C* 0.000 claims 1
- 229910052801 chlorine Inorganic materials 0.000 claims 1
- 229910052736 halogen Inorganic materials 0.000 claims 1
- 150000002367 halogens Chemical class 0.000 claims 1
- 150000002431 hydrogen Chemical class 0.000 claims 1
- 229910052740 iodine Inorganic materials 0.000 claims 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- 125000000896 monocarboxylic acid group Chemical group 0.000 claims 1
- 125000005010 perfluoroalkyl group Chemical group 0.000 claims 1
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 18
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 15
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 5
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 5
- 239000000243 solution Substances 0.000 description 5
- 239000002253 acid Substances 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 238000001704 evaporation Methods 0.000 description 3
- 230000008020 evaporation Effects 0.000 description 3
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 3
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 2
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 239000013078 crystal Substances 0.000 description 2
- 239000011976 maleic acid Substances 0.000 description 2
- MCEHQGVHIKUNCK-UHFFFAOYSA-N n-[2-[2-[2-(4-bromophenyl)ethyl]phenyl]ethyl]formamide Chemical compound C1=CC(Br)=CC=C1CCC1=CC=CC=C1CCNC=O MCEHQGVHIKUNCK-UHFFFAOYSA-N 0.000 description 2
- 239000002244 precipitate Substances 0.000 description 2
- 238000010992 reflux Methods 0.000 description 2
- TXJKWMIIGZPMKR-UHFFFAOYSA-N 2-[2-[2-(4-bromophenyl)ethyl]phenyl]-n-methylethanamine Chemical compound CNCCC1=CC=CC=C1CCC1=CC=C(Br)C=C1 TXJKWMIIGZPMKR-UHFFFAOYSA-N 0.000 description 1
- CPZGLCNJDMZKBA-UHFFFAOYSA-N 2-[2-[2-(4-bromophenyl)ethyl]phenyl]ethanamine Chemical compound NCCC1=CC=CC=C1CCC1=CC=C(Br)C=C1 CPZGLCNJDMZKBA-UHFFFAOYSA-N 0.000 description 1
- YPZICJQPRCBXKI-UHFFFAOYSA-N CCNCCC1=C(CCC(C=C2)=CC=C2Br)C=CC=C1 Chemical compound CCNCCC1=C(CCC(C=C2)=CC=C2Br)C=CC=C1 YPZICJQPRCBXKI-UHFFFAOYSA-N 0.000 description 1
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 description 1
- YKIOKAURTKXMSB-UHFFFAOYSA-N adams's catalyst Chemical compound O=[Pt]=O YKIOKAURTKXMSB-UHFFFAOYSA-N 0.000 description 1
- 239000000538 analytical sample Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- WBJINCZRORDGAQ-UHFFFAOYSA-N formic acid ethyl ester Natural products CCOC=O WBJINCZRORDGAQ-UHFFFAOYSA-N 0.000 description 1
- 235000011087 fumaric acid Nutrition 0.000 description 1
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 1
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 1
- 238000005984 hydrogenation reaction Methods 0.000 description 1
- 229910052943 magnesium sulfate Inorganic materials 0.000 description 1
- 235000019341 magnesium sulphate Nutrition 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 150000003891 oxalate salts Chemical class 0.000 description 1
- 235000006408 oxalic acid Nutrition 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US20570871A | 1971-12-07 | 1971-12-07 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| PL82817B1 true PL82817B1 (index.php) | 1975-10-31 |
Family
ID=22763312
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PL15284972A PL82817B1 (index.php) | 1971-12-07 | 1972-01-11 | |
| PL17771172A PL95203B1 (index.php) | 1971-12-07 | 1972-01-11 |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PL17771172A PL95203B1 (index.php) | 1971-12-07 | 1972-01-11 |
Country Status (3)
| Country | Link |
|---|---|
| AT (1) | AT321289B (index.php) |
| CS (1) | CS164772B2 (index.php) |
| PL (2) | PL82817B1 (index.php) |
-
1972
- 1972-01-11 PL PL15284972A patent/PL82817B1/pl unknown
- 1972-01-11 PL PL17771172A patent/PL95203B1/pl unknown
- 1972-01-14 CS CS26972A patent/CS164772B2/cs unknown
- 1972-01-14 AT AT32372A patent/AT321289B/de not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| PL95203B1 (index.php) | 1977-09-30 |
| CS164772B2 (index.php) | 1975-11-28 |
| AT321289B (de) | 1975-03-25 |
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