SU451234A3 - Способ получени полициклических карбонильных соединений - Google Patents
Способ получени полициклических карбонильных соединенийInfo
- Publication number
- SU451234A3 SU451234A3 SU1752588A SU1752588A SU451234A3 SU 451234 A3 SU451234 A3 SU 451234A3 SU 1752588 A SU1752588 A SU 1752588A SU 1752588 A SU1752588 A SU 1752588A SU 451234 A3 SU451234 A3 SU 451234A3
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- carbonyl compounds
- pressure
- alkyl
- ethylene
- dihydro
- Prior art date
Links
- -1 polycyclic carbonyl compounds Chemical class 0.000 title description 14
- 238000000034 method Methods 0.000 title description 13
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 18
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 9
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 9
- 125000000217 alkyl group Chemical group 0.000 description 9
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 8
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 7
- 239000005977 Ethylene Substances 0.000 description 7
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 5
- 239000013078 crystal Substances 0.000 description 5
- 239000000047 product Substances 0.000 description 5
- MWPLVEDNUUSJAV-UHFFFAOYSA-N anthracene Chemical compound C1=CC=CC2=CC3=CC=CC=C3C=C21 MWPLVEDNUUSJAV-UHFFFAOYSA-N 0.000 description 4
- 125000005843 halogen group Chemical group 0.000 description 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 4
- 229960004592 isopropanol Drugs 0.000 description 4
- 239000003960 organic solvent Substances 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 150000002148 esters Chemical class 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- NLHDGEXLFCDTHQ-BJMVGYQFSA-N (e)-3-anthracen-9-ylprop-2-enal Chemical compound C1=CC=C2C(/C=C/C=O)=C(C=CC=C3)C3=CC2=C1 NLHDGEXLFCDTHQ-BJMVGYQFSA-N 0.000 description 2
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical class [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
- BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 description 2
- 125000002777 acetyl group Chemical class [H]C([H])([H])C(*)=O 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 125000002252 acyl group Chemical group 0.000 description 2
- 125000003302 alkenyloxy group Chemical group 0.000 description 2
- 125000003545 alkoxy group Chemical group 0.000 description 2
- 125000004390 alkyl sulfonyl group Chemical group 0.000 description 2
- 125000004414 alkyl thio group Chemical group 0.000 description 2
- RWGFKTVRMDUZSP-UHFFFAOYSA-N cumene Chemical compound CC(C)C1=CC=CC=C1 RWGFKTVRMDUZSP-UHFFFAOYSA-N 0.000 description 2
- USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Chemical compound C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 description 2
- 239000000706 filtrate Substances 0.000 description 2
- 150000007857 hydrazones Chemical class 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- LQNUZADURLCDLV-UHFFFAOYSA-N nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 description 2
- 150000002923 oximes Chemical class 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 150000007659 semicarbazones Chemical class 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 2
- KGMDODIDEQTIRA-UHFFFAOYSA-N 1,2-dihydrocyclobuta[a]anthracene Chemical compound C1=CC2=CC3=CC=CC=C3C=C2C2=C1CC2 KGMDODIDEQTIRA-UHFFFAOYSA-N 0.000 description 1
- MNCMBBIFTVWHIP-UHFFFAOYSA-N 1-anthracen-9-yl-2,2,2-trifluoroethanone Chemical group C1=CC=C2C(C(=O)C(F)(F)F)=C(C=CC=C3)C3=CC2=C1 MNCMBBIFTVWHIP-UHFFFAOYSA-N 0.000 description 1
- DHKHKXVYLBGOIT-UHFFFAOYSA-N acetaldehyde Diethyl Acetal Natural products CCOC(C)OCC DHKHKXVYLBGOIT-UHFFFAOYSA-N 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 150000001299 aldehydes Chemical class 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 230000029936 alkylation Effects 0.000 description 1
- 238000005804 alkylation reaction Methods 0.000 description 1
- YMNKUHIVVMFOFO-UHFFFAOYSA-N anthracene-9-carbaldehyde Chemical compound C1=CC=C2C(C=O)=C(C=CC=C3)C3=CC2=C1 YMNKUHIVVMFOFO-UHFFFAOYSA-N 0.000 description 1
- 150000001454 anthracenes Chemical class 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 150000001728 carbonyl compounds Chemical class 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000006352 cycloaddition reaction Methods 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 239000000543 intermediate Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 1
- 125000003367 polycyclic group Chemical group 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- 150000003738 xylenes Chemical class 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C47/00—Compounds having —CHO groups
- C07C47/20—Unsaturated compounds having —CHO groups bound to acyclic carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C47/00—Compounds having —CHO groups
- C07C47/38—Unsaturated compounds having —CHO groups bound to carbon atoms of rings other than six—membered aromatic rings
- C07C47/44—Unsaturated compounds having —CHO groups bound to carbon atoms of rings other than six—membered aromatic rings polycyclic
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2603/00—Systems containing at least three condensed rings
- C07C2603/02—Ortho- or ortho- and peri-condensed systems
- C07C2603/04—Ortho- or ortho- and peri-condensed systems containing three rings
- C07C2603/22—Ortho- or ortho- and peri-condensed systems containing three rings containing only six-membered rings
- C07C2603/24—Anthracenes; Hydrogenated anthracenes
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH257671A CH552548A (de) | 1971-02-23 | 1971-02-23 | Verfahren zur herstellung neuer aethanoanthracene. |
| CH66772 | 1972-01-17 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU451234A3 true SU451234A3 (ru) | 1974-11-25 |
Family
ID=25685306
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU1752588A SU451234A3 (ru) | 1971-02-23 | 1972-02-22 | Способ получени полициклических карбонильных соединений |
Country Status (14)
| Country | Link |
|---|---|
| US (1) | US3868421A (enExample) |
| JP (1) | JPS5912649B1 (enExample) |
| AT (2) | AT318596B (enExample) |
| BE (1) | BE779663A (enExample) |
| CA (1) | CA1021351A (enExample) |
| DE (2) | DE2207111C2 (enExample) |
| ES (1) | ES400020A1 (enExample) |
| FR (1) | FR2126352B1 (enExample) |
| GB (2) | GB1383332A (enExample) |
| HU (1) | HU163516B (enExample) |
| NL (2) | NL7202324A (enExample) |
| SE (2) | SE384019B (enExample) |
| SU (1) | SU451234A3 (enExample) |
| YU (2) | YU35096B (enExample) |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2761883A (en) * | 1952-11-10 | 1956-09-04 | Shell Dev | Reduction of 9, 10 anthracene carbonylic adducts |
| NL127069C (enExample) * | 1961-10-10 |
-
1972
- 1972-02-11 US US225614A patent/US3868421A/en not_active Expired - Lifetime
- 1972-02-11 CA CA134,497A patent/CA1021351A/en not_active Expired
- 1972-02-16 DE DE2207111A patent/DE2207111C2/de not_active Expired
- 1972-02-16 DE DE2265640A patent/DE2265640C2/de not_active Expired
- 1972-02-18 GB GB762372A patent/GB1383332A/en not_active Expired
- 1972-02-18 GB GB3619174A patent/GB1383333A/en not_active Expired
- 1972-02-18 SE SE7201992A patent/SE384019B/xx unknown
- 1972-02-21 ES ES400020A patent/ES400020A1/es not_active Expired
- 1972-02-21 YU YU433/72A patent/YU35096B/xx unknown
- 1972-02-22 AT AT10576/72*A patent/AT318596B/de not_active IP Right Cessation
- 1972-02-22 HU HUCI1212A patent/HU163516B/hu unknown
- 1972-02-22 SU SU1752588A patent/SU451234A3/ru active
- 1972-02-22 AT AT143272A patent/AT315160B/de not_active IP Right Cessation
- 1972-02-22 BE BE779663A patent/BE779663A/xx unknown
- 1972-02-22 NL NL7202324A patent/NL7202324A/xx active Search and Examination
- 1972-02-23 FR FR7206114A patent/FR2126352B1/fr not_active Expired
- 1972-02-23 JP JP47018164A patent/JPS5912649B1/ja active Granted
-
1975
- 1975-01-10 SE SE7500261A patent/SE430328B/xx not_active IP Right Cessation
-
1979
- 1979-06-11 YU YU01365/79A patent/YU136579A/xx unknown
-
1983
- 1983-09-26 NL NL8303286A patent/NL8303286A/nl not_active Application Discontinuation
Also Published As
| Publication number | Publication date |
|---|---|
| DE2265640C2 (de) | 1983-04-07 |
| BE779663A (fr) | 1972-06-16 |
| DE2207111A1 (de) | 1972-09-07 |
| AT318596B (de) | 1974-10-25 |
| CA1021351A (en) | 1977-11-22 |
| SE7500261L (enExample) | 1975-01-10 |
| NL8303286A (nl) | 1984-01-02 |
| YU43372A (en) | 1980-03-15 |
| YU136579A (en) | 1980-10-31 |
| FR2126352A1 (enExample) | 1972-10-06 |
| AT315160B (de) | 1974-05-10 |
| GB1383333A (en) | 1974-02-12 |
| DE2207111C2 (de) | 1983-10-20 |
| US3868421A (en) | 1975-02-25 |
| JPS5912649B1 (enExample) | 1984-03-24 |
| YU35096B (en) | 1980-09-25 |
| GB1383332A (en) | 1974-02-12 |
| HU163516B (enExample) | 1973-09-27 |
| FR2126352B1 (enExample) | 1976-07-09 |
| SE384019B (sv) | 1976-04-12 |
| ES400020A1 (es) | 1975-06-16 |
| NL7202324A (enExample) | 1972-08-25 |
| SE430328B (sv) | 1983-11-07 |
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