SU539526A3 - Способ получени 3,4-дигидро-1(2н)фталазинонов или их солей - Google Patents
Способ получени 3,4-дигидро-1(2н)фталазинонов или их солейInfo
- Publication number
- SU539526A3 SU539526A3 SU2019281A SU2019281A SU539526A3 SU 539526 A3 SU539526 A3 SU 539526A3 SU 2019281 A SU2019281 A SU 2019281A SU 2019281 A SU2019281 A SU 2019281A SU 539526 A3 SU539526 A3 SU 539526A3
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- phthalazinone
- dihydro
- hydrogenation
- mixture
- atm
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims 8
- 150000003839 salts Chemical class 0.000 title claims 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims 15
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 claims 15
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims 14
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 12
- 238000005984 hydrogenation reaction Methods 0.000 claims 12
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 claims 10
- 239000000203 mixture Substances 0.000 claims 9
- 239000000243 solution Substances 0.000 claims 7
- 239000000047 product Substances 0.000 claims 6
- 229910052763 palladium Inorganic materials 0.000 claims 5
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 claims 4
- 239000002253 acid Substances 0.000 claims 4
- -1 aliphatic acid anhydrides Chemical class 0.000 claims 4
- 239000003054 catalyst Substances 0.000 claims 4
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims 4
- 230000007062 hydrolysis Effects 0.000 claims 4
- 238000006460 hydrolysis reaction Methods 0.000 claims 4
- IJAPPYDYQCXOEF-UHFFFAOYSA-N phthalazin-1(2H)-one Chemical class C1=CC=C2C(=O)NN=CC2=C1 IJAPPYDYQCXOEF-UHFFFAOYSA-N 0.000 claims 4
- 239000002904 solvent Substances 0.000 claims 4
- DSKMUWSWZNCOLF-UHFFFAOYSA-N 3,4-dihydro-2H-phthalazin-1-one hydrochloride Chemical compound Cl.O=C1NNCc2ccccc12 DSKMUWSWZNCOLF-UHFFFAOYSA-N 0.000 claims 3
- 239000003929 acidic solution Substances 0.000 claims 3
- 125000000217 alkyl group Chemical group 0.000 claims 3
- 150000008064 anhydrides Chemical class 0.000 claims 3
- 238000001704 evaporation Methods 0.000 claims 3
- 230000008020 evaporation Effects 0.000 claims 3
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 claims 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 2
- KJTLSVCANCCWHF-UHFFFAOYSA-N Ruthenium Chemical compound [Ru] KJTLSVCANCCWHF-UHFFFAOYSA-N 0.000 claims 2
- UIIMBOGNXHQVGW-DEQYMQKBSA-M Sodium bicarbonate-14C Chemical compound [Na+].O[14C]([O-])=O UIIMBOGNXHQVGW-DEQYMQKBSA-M 0.000 claims 2
- YKIOKAURTKXMSB-UHFFFAOYSA-N adams's catalyst Chemical compound O=[Pt]=O YKIOKAURTKXMSB-UHFFFAOYSA-N 0.000 claims 2
- 125000001931 aliphatic group Chemical group 0.000 claims 2
- 239000007795 chemical reaction product Substances 0.000 claims 2
- 150000001875 compounds Chemical class 0.000 claims 2
- 238000000605 extraction Methods 0.000 claims 2
- 229910052739 hydrogen Inorganic materials 0.000 claims 2
- 239000001257 hydrogen Substances 0.000 claims 2
- 238000006386 neutralization reaction Methods 0.000 claims 2
- 229910052759 nickel Inorganic materials 0.000 claims 2
- 239000012074 organic phase Substances 0.000 claims 2
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 claims 2
- 239000011541 reaction mixture Substances 0.000 claims 2
- 229910052707 ruthenium Inorganic materials 0.000 claims 2
- UKUHYPJXWWZLMR-UHFFFAOYSA-N 2-benzoyl-3,4-dihydrophthalazin-1-one Chemical compound C(C1=CC=CC=C1)(=O)N1C(C2=CC=CC=C2CN1)=O UKUHYPJXWWZLMR-UHFFFAOYSA-N 0.000 claims 1
- QRHLIWLOPSLNCU-UHFFFAOYSA-N 2h-phthalazin-1-one;hydrochloride Chemical compound Cl.C1=CC=C2C(=O)NN=CC2=C1 QRHLIWLOPSLNCU-UHFFFAOYSA-N 0.000 claims 1
- QCKGMJDOJRNSMS-UHFFFAOYSA-N 4-chloro-2h-phthalazin-1-one Chemical compound C1=CC=C2C(Cl)=NNC(=O)C2=C1 QCKGMJDOJRNSMS-UHFFFAOYSA-N 0.000 claims 1
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 claims 1
- ORILYTVJVMAKLC-UHFFFAOYSA-N Adamantane Natural products C1C(C2)CC3CC1CC2C3 ORILYTVJVMAKLC-UHFFFAOYSA-N 0.000 claims 1
- NQCFPUXEDOIKBO-UHFFFAOYSA-N CC(=O)N1C(=O)C2=CC=CC=C2CN1 Chemical compound CC(=O)N1C(=O)C2=CC=CC=C2CN1 NQCFPUXEDOIKBO-UHFFFAOYSA-N 0.000 claims 1
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 claims 1
- 125000003668 acetyloxy group Chemical group [H]C([H])([H])C(=O)O[*] 0.000 claims 1
- 125000003545 alkoxy group Chemical group 0.000 claims 1
- 229940040526 anhydrous sodium acetate Drugs 0.000 claims 1
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 claims 1
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 1
- 239000000969 carrier Substances 0.000 claims 1
- 238000006243 chemical reaction Methods 0.000 claims 1
- 239000012043 crude product Substances 0.000 claims 1
- 238000002425 crystallisation Methods 0.000 claims 1
- 230000008025 crystallization Effects 0.000 claims 1
- 235000014113 dietary fatty acids Nutrition 0.000 claims 1
- 229930195729 fatty acid Natural products 0.000 claims 1
- 239000000194 fatty acid Substances 0.000 claims 1
- 150000004665 fatty acids Chemical class 0.000 claims 1
- 239000000706 filtrate Substances 0.000 claims 1
- 125000001475 halogen functional group Chemical group 0.000 claims 1
- 238000010438 heat treatment Methods 0.000 claims 1
- 229930195733 hydrocarbon Natural products 0.000 claims 1
- 150000002430 hydrocarbons Chemical class 0.000 claims 1
- 229910052740 iodine Inorganic materials 0.000 claims 1
- 239000011630 iodine Substances 0.000 claims 1
- 229910052697 platinum Inorganic materials 0.000 claims 1
- WYVAMUWZEOHJOQ-UHFFFAOYSA-N propionic anhydride Chemical compound CCC(=O)OC(=O)CC WYVAMUWZEOHJOQ-UHFFFAOYSA-N 0.000 claims 1
- 229910052703 rhodium Inorganic materials 0.000 claims 1
- 239000010948 rhodium Substances 0.000 claims 1
- MHOVAHRLVXNVSD-UHFFFAOYSA-N rhodium atom Chemical compound [Rh] MHOVAHRLVXNVSD-UHFFFAOYSA-N 0.000 claims 1
- 239000007858 starting material Substances 0.000 claims 1
- 238000003756 stirring Methods 0.000 claims 1
- 125000001424 substituent group Chemical group 0.000 claims 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 claims 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D237/00—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings
- C07D237/26—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings condensed with carbocyclic rings or ring systems
- C07D237/30—Phthalazines
- C07D237/32—Phthalazines with oxygen atoms directly attached to carbon atoms of the nitrogen-containing ring
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Furan Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB2019973 | 1973-04-27 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU539526A3 true SU539526A3 (ru) | 1976-12-15 |
Family
ID=10142061
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU2019281A SU539526A3 (ru) | 1973-04-27 | 1974-04-26 | Способ получени 3,4-дигидро-1(2н)фталазинонов или их солей |
Country Status (7)
| Country | Link |
|---|---|
| JP (1) | JPS5013381A (cs) |
| CH (1) | CH589063A5 (cs) |
| CS (1) | CS178915B2 (cs) |
| DD (1) | DD110870A5 (cs) |
| HU (1) | HU168063B (cs) |
| PL (1) | PL96487B1 (cs) |
| SU (1) | SU539526A3 (cs) |
-
1974
- 1974-04-25 CH CH569374A patent/CH589063A5/fr not_active IP Right Cessation
- 1974-04-25 PL PL17058274A patent/PL96487B1/pl unknown
- 1974-04-26 DD DD17816374A patent/DD110870A5/xx unknown
- 1974-04-26 JP JP4745174A patent/JPS5013381A/ja active Pending
- 1974-04-26 SU SU2019281A patent/SU539526A3/ru active
- 1974-04-26 HU HULE000744 patent/HU168063B/hu unknown
- 1974-04-26 CS CS300974A patent/CS178915B2/cs unknown
Also Published As
| Publication number | Publication date |
|---|---|
| CS178915B2 (en) | 1977-10-31 |
| JPS5013381A (cs) | 1975-02-12 |
| PL96487B1 (pl) | 1977-12-31 |
| CH589063A5 (en) | 1977-06-30 |
| DD110870A5 (cs) | 1975-01-12 |
| HU168063B (cs) | 1976-02-28 |
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