CS203015B2 - Process for preparing 5-isopropyliden-2,7-dihydroxy-9-subst.-2,6-methano-3,4,5,6-tetrahydro-2h-1-benzoxocines - Google Patents
Process for preparing 5-isopropyliden-2,7-dihydroxy-9-subst.-2,6-methano-3,4,5,6-tetrahydro-2h-1-benzoxocines Download PDFInfo
- Publication number
- CS203015B2 CS203015B2 CS785823A CS582378A CS203015B2 CS 203015 B2 CS203015 B2 CS 203015B2 CS 785823 A CS785823 A CS 785823A CS 582378 A CS582378 A CS 582378A CS 203015 B2 CS203015 B2 CS 203015B2
- Authority
- CS
- Czechoslovakia
- Prior art keywords
- formula
- reaction
- methano
- minutes
- tetrahydro
- Prior art date
Links
- 238000004519 manufacturing process Methods 0.000 title abstract description 5
- 238000000034 method Methods 0.000 claims abstract description 13
- 239000003960 organic solvent Substances 0.000 claims abstract description 7
- 125000000753 cycloalkyl group Chemical group 0.000 claims abstract description 4
- 125000003342 alkenyl group Chemical group 0.000 claims abstract description 3
- 238000006243 chemical reaction Methods 0.000 claims description 16
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 11
- 150000001875 compounds Chemical class 0.000 claims description 10
- 125000000217 alkyl group Chemical group 0.000 claims description 6
- 238000002360 preparation method Methods 0.000 claims description 6
- 125000004432 carbon atom Chemical group C* 0.000 claims description 5
- NMGSDTSOSIPXTN-UHFFFAOYSA-N cyclohexa-1,2-diene Chemical compound C1CC=C=CC1 NMGSDTSOSIPXTN-UHFFFAOYSA-N 0.000 claims description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 1
- KRHYYFGTRYWZRS-UHFFFAOYSA-M Fluoride anion Chemical compound [F-] KRHYYFGTRYWZRS-UHFFFAOYSA-M 0.000 claims 1
- 229940077388 benzenesulfonate Drugs 0.000 claims 1
- 229910052799 carbon Inorganic materials 0.000 claims 1
- -1 5-isopropylidene-2,7- dihydroxy-9-substituted-2,6- methano-3,4,5,6- tetrahydro-2H-1-benzoxocins Chemical class 0.000 abstract description 20
- OWQBEYANGACMHH-UHFFFAOYSA-N 2h-1-benzoxocine Chemical class C1=CC=CCOC2=CC=CC=C21 OWQBEYANGACMHH-UHFFFAOYSA-N 0.000 abstract description 6
- 229910021627 Tin(IV) chloride Inorganic materials 0.000 abstract description 4
- 239000000543 intermediate Substances 0.000 abstract description 4
- HPGGPRDJHPYFRM-UHFFFAOYSA-J tin(iv) chloride Chemical compound Cl[Sn](Cl)(Cl)Cl HPGGPRDJHPYFRM-UHFFFAOYSA-J 0.000 abstract description 4
- 239000000730 antalgic agent Substances 0.000 abstract description 3
- 239000000935 antidepressant agent Substances 0.000 abstract description 3
- 239000002249 anxiolytic agent Substances 0.000 abstract description 3
- 125000000081 (C5-C8) cycloalkenyl group Chemical group 0.000 abstract description 2
- UZVGSSNIUNSOFA-UHFFFAOYSA-N dibenzofuran-1-carboxylic acid Chemical compound O1C2=CC=CC=C2C2=C1C=CC=C2C(=O)O UZVGSSNIUNSOFA-UHFFFAOYSA-N 0.000 abstract description 2
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 abstract 1
- 230000000049 anti-anxiety effect Effects 0.000 abstract 1
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 21
- 239000011541 reaction mixture Substances 0.000 description 12
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 description 10
- 229910021626 Tin(II) chloride Inorganic materials 0.000 description 8
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 8
- 235000011150 stannous chloride Nutrition 0.000 description 8
- AXZWODMDQAVCJE-UHFFFAOYSA-L tin(II) chloride (anhydrous) Chemical compound [Cl-].[Cl-].[Sn+2] AXZWODMDQAVCJE-UHFFFAOYSA-L 0.000 description 8
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- 239000000203 mixture Substances 0.000 description 5
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 239000000376 reactant Substances 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- XVXAYIDMETWUTG-UHFFFAOYSA-N 2h-1-benzoxocin-2-ol Chemical compound C1=CC=CC(O)OC2=CC=CC=C21 XVXAYIDMETWUTG-UHFFFAOYSA-N 0.000 description 2
- 208000019901 Anxiety disease Diseases 0.000 description 2
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- 229910052782 aluminium Inorganic materials 0.000 description 2
- 229940035676 analgesics Drugs 0.000 description 2
- 229940125713 antianxiety drug Drugs 0.000 description 2
- 229940005513 antidepressants Drugs 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- QARVLSVVCXYDNA-UHFFFAOYSA-N bromobenzene Chemical compound BrC1=CC=CC=C1 QARVLSVVCXYDNA-UHFFFAOYSA-N 0.000 description 2
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 2
- 235000019441 ethanol Nutrition 0.000 description 2
- 238000001704 evaporation Methods 0.000 description 2
- 230000008020 evaporation Effects 0.000 description 2
- UAEPNZWRGJTJPN-UHFFFAOYSA-N methylcyclohexane Chemical compound CC1CCCCC1 UAEPNZWRGJTJPN-UHFFFAOYSA-N 0.000 description 2
- 238000001953 recrystallisation Methods 0.000 description 2
- 238000006722 reduction reaction Methods 0.000 description 2
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- SCYULBFZEHDVBN-UHFFFAOYSA-N 1,1-Dichloroethane Chemical compound CC(Cl)Cl SCYULBFZEHDVBN-UHFFFAOYSA-N 0.000 description 1
- APQIUTYORBAGEZ-UHFFFAOYSA-N 1,1-dibromoethane Chemical compound CC(Br)Br APQIUTYORBAGEZ-UHFFFAOYSA-N 0.000 description 1
- FHCLGDLYRUPKAM-UHFFFAOYSA-N 1,2,3-tribromopropane Chemical compound BrCC(Br)CBr FHCLGDLYRUPKAM-UHFFFAOYSA-N 0.000 description 1
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 description 1
- 150000005207 1,3-dihydroxybenzenes Chemical class 0.000 description 1
- CYNYIHKIEHGYOZ-UHFFFAOYSA-N 1-bromopropane Chemical compound CCCBr CYNYIHKIEHGYOZ-UHFFFAOYSA-N 0.000 description 1
- ZKIQRMWOUDMWPY-UHFFFAOYSA-N 2-cyclohexa-1,4-dien-1-ylpropan-2-ol Chemical compound OC(C)(C)C1=CCC=CC1 ZKIQRMWOUDMWPY-UHFFFAOYSA-N 0.000 description 1
- 125000003229 2-methylhexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- 125000006041 3-hexenyl group Chemical group 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 1
- WVDDGKGOMKODPV-UHFFFAOYSA-N Benzyl alcohol Chemical class OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 description 1
- 238000006027 Birch reduction reaction Methods 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- 208000020401 Depressive disease Diseases 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 229910003074 TiCl4 Inorganic materials 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 230000036506 anxiety Effects 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 229910002092 carbon dioxide Inorganic materials 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 239000007810 chemical reaction solvent Substances 0.000 description 1
- 238000006482 condensation reaction Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 125000000392 cycloalkenyl group Chemical group 0.000 description 1
- 125000000582 cycloheptyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- 125000000640 cyclooctyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C([H])([H])C1([H])[H] 0.000 description 1
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 1
- 238000006345 epimerization reaction Methods 0.000 description 1
- 229960003750 ethyl chloride Drugs 0.000 description 1
- 150000008282 halocarbons Chemical class 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- GYNNXHKOJHMOHS-UHFFFAOYSA-N methyl-cycloheptane Natural products CC1CCCCCC1 GYNNXHKOJHMOHS-UHFFFAOYSA-N 0.000 description 1
- 125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 description 1
- 239000012454 non-polar solvent Substances 0.000 description 1
- 239000012044 organic layer Substances 0.000 description 1
- 150000004880 oxines Chemical class 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 230000001823 pruritic effect Effects 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 230000008707 rearrangement Effects 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229940125723 sedative agent Drugs 0.000 description 1
- 239000000932 sedative agent Substances 0.000 description 1
- 239000012265 solid product Substances 0.000 description 1
- 239000007858 starting material Substances 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
- 150000004685 tetrahydrates Chemical class 0.000 description 1
- XJDNKRIXUMDJCW-UHFFFAOYSA-J titanium tetrachloride Chemical compound Cl[Ti](Cl)(Cl)Cl XJDNKRIXUMDJCW-UHFFFAOYSA-J 0.000 description 1
- 238000010626 work up procedure Methods 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
- C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D311/78—Ring systems having three or more relevant rings
- C07D311/80—Dibenzopyrans; Hydrogenated dibenzopyrans
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D313/00—Heterocyclic compounds containing rings of more than six members having one oxygen atom as the only ring hetero atom
- C07D313/16—Eight-membered rings
- C07D313/20—Eight-membered rings condensed with carbocyclic rings or ring systems
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pyrane Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US05/831,454 US4140701A (en) | 1976-07-06 | 1977-09-08 | 2,6-Methano-2H-1-benzoxocins |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CS203015B2 true CS203015B2 (en) | 1981-02-27 |
Family
ID=25259096
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CS785823A CS203015B2 (en) | 1977-09-08 | 1978-09-08 | Process for preparing 5-isopropyliden-2,7-dihydroxy-9-subst.-2,6-methano-3,4,5,6-tetrahydro-2h-1-benzoxocines |
Country Status (25)
| Country | Link |
|---|---|
| JP (1) | JPS5448769A (de) |
| AT (1) | AT360987B (de) |
| AU (1) | AU517889B2 (de) |
| BE (1) | BE870194A (de) |
| BG (1) | BG30023A3 (de) |
| CA (1) | CA1095062A (de) |
| CS (1) | CS203015B2 (de) |
| DD (1) | DD137227A5 (de) |
| DE (1) | DE2838496A1 (de) |
| DK (1) | DK396078A (de) |
| ES (1) | ES473175A1 (de) |
| FR (1) | FR2402656A1 (de) |
| GB (1) | GB2008093B (de) |
| GR (1) | GR70022B (de) |
| HU (1) | HU179461B (de) |
| IL (1) | IL55490A (de) |
| IT (1) | IT1099496B (de) |
| NL (1) | NL7809137A (de) |
| NZ (1) | NZ188366A (de) |
| PL (1) | PL112630B1 (de) |
| PT (1) | PT68502A (de) |
| RO (1) | RO75487A (de) |
| SE (1) | SE7809389L (de) |
| YU (1) | YU208478A (de) |
| ZA (1) | ZA785059B (de) |
-
1978
- 1978-09-03 IL IL55490A patent/IL55490A/xx unknown
- 1978-09-04 BG BG040810A patent/BG30023A3/xx unknown
- 1978-09-04 PT PT68502A patent/PT68502A/pt unknown
- 1978-09-04 GR GR57159A patent/GR70022B/el unknown
- 1978-09-04 YU YU02084/78A patent/YU208478A/xx unknown
- 1978-09-04 DE DE19782838496 patent/DE2838496A1/de not_active Withdrawn
- 1978-09-05 FR FR7825520A patent/FR2402656A1/fr active Granted
- 1978-09-05 PL PL1978209418A patent/PL112630B1/pl unknown
- 1978-09-05 BE BE1009043A patent/BE870194A/xx unknown
- 1978-09-05 AT AT642278A patent/AT360987B/de not_active IP Right Cessation
- 1978-09-05 CA CA310,599A patent/CA1095062A/en not_active Expired
- 1978-09-05 RO RO7895112A patent/RO75487A/ro unknown
- 1978-09-05 JP JP10904278A patent/JPS5448769A/ja active Pending
- 1978-09-05 AU AU39562/78A patent/AU517889B2/en not_active Expired
- 1978-09-06 GB GB7835758A patent/GB2008093B/en not_active Expired
- 1978-09-06 ZA ZA785059A patent/ZA785059B/xx unknown
- 1978-09-06 SE SE7809389A patent/SE7809389L/xx unknown
- 1978-09-07 ES ES473175A patent/ES473175A1/es not_active Expired
- 1978-09-07 NL NL7809137A patent/NL7809137A/xx not_active Application Discontinuation
- 1978-09-07 NZ NZ188366A patent/NZ188366A/xx unknown
- 1978-09-07 HU HU78EI810A patent/HU179461B/hu unknown
- 1978-09-07 IT IT27434/78A patent/IT1099496B/it active
- 1978-09-07 DK DK396078A patent/DK396078A/da unknown
- 1978-09-07 DD DD78207686A patent/DD137227A5/de unknown
- 1978-09-08 CS CS785823A patent/CS203015B2/cs unknown
Also Published As
| Publication number | Publication date |
|---|---|
| GB2008093B (en) | 1982-03-10 |
| RO75487A (ro) | 1980-12-30 |
| BG30023A3 (en) | 1981-03-16 |
| PL112630B1 (en) | 1980-10-31 |
| CA1095062A (en) | 1981-02-03 |
| AU517889B2 (en) | 1981-09-03 |
| DD137227A5 (de) | 1979-08-22 |
| FR2402656B1 (de) | 1981-12-24 |
| AT360987B (de) | 1981-02-10 |
| GR70022B (de) | 1982-07-23 |
| GB2008093A (en) | 1979-05-31 |
| FR2402656A1 (fr) | 1979-04-06 |
| HU179461B (en) | 1982-10-28 |
| PL209418A1 (pl) | 1979-06-04 |
| PT68502A (en) | 1978-10-01 |
| IL55490A (en) | 1982-05-31 |
| JPS5448769A (en) | 1979-04-17 |
| SE7809389L (sv) | 1979-03-09 |
| ZA785059B (en) | 1980-04-30 |
| AU3956278A (en) | 1980-03-13 |
| IT1099496B (it) | 1985-09-18 |
| YU208478A (en) | 1982-10-31 |
| DE2838496A1 (de) | 1979-03-22 |
| ES473175A1 (es) | 1979-10-16 |
| ATA642278A (de) | 1980-07-15 |
| NL7809137A (nl) | 1979-03-12 |
| DK396078A (da) | 1979-03-09 |
| BE870194A (fr) | 1979-03-05 |
| IT7827434A0 (it) | 1978-09-07 |
| NZ188366A (en) | 1980-09-12 |
| IL55490A0 (en) | 1978-12-17 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| FI64357B (fi) | Foerfarande foer framstaellning av nya terapeutiskt anvaendbara ftalazin-4-ylaettiksyraderivat | |
| HU179972B (en) | Process for preparing tetrahydro-benzoxocine- and cys-hexahydro-dibenzo-pyranone derivatives | |
| Clennan et al. | Reactions of triazolinediones with alkoxy-substituted 1, 3-butadienes. Rearrangements of 2+ 2 to 4+ 2 cycloadducts | |
| HU207279B (en) | Process for producing naphtalene derivatives | |
| JPH0649668B2 (ja) | 血中コレステロール低下薬としての３，５−ジヒドロキシ−６，８−ノナジエン酸および誘導体 | |
| CS203015B2 (en) | Process for preparing 5-isopropyliden-2,7-dihydroxy-9-subst.-2,6-methano-3,4,5,6-tetrahydro-2h-1-benzoxocines | |
| US5075317A (en) | Spirofurane derivatives | |
| US3669950A (en) | DIPYRAZOLO{8 3,4-b:3,4d{9 -PYRIDIN-3-ONES | |
| Schobert et al. | Microwave-accelerated Claisen rearrangements of allyl tetronates and tetramates | |
| DK144912B (da) | Fremgangsmaade til fremstilling af substituerede 2,6-methano- 3,4,5,6-tetrahydro-2h--1-benzoxociner | |
| US4236012A (en) | 5-Phenethyl-2-oxazolidone derivatives and a process for producing the same | |
| US4131614A (en) | Process for preparing cis-hexahydrodibenzopyranones | |
| US4154743A (en) | 3-Oxobenzofuranyl-2-idenyl, haloacetic acids | |
| US3801644A (en) | Substituted-o-hydroxy-omega-(methylsulfinyl)acetophenones and process for producing same | |
| US5990322A (en) | Alpha-tocopherol cyclopropylates, the new vitamin E derivatives and method for producing the same | |
| JPH0480027B2 (de) | ||
| US3969418A (en) | (4-Biphenylyl)-butenols | |
| US4904654A (en) | 7-chloro-5,6-dihydro-3-(5-(2-hydroxy-isopropyl)-1,2,4-oxadiazol-3-yl)-5-methyl-6-oxo-4H-imidazo[1,5a][1,4]benzodiazepine | |
| EP0353053B1 (de) | Katalytisches Verfahren zur Herstellung von optisch-aktiven Alpha-Hydroxycarboxylaten | |
| Shriner et al. | Benzopyrylium Salts. III. Syntheses from Substituted Coumarins and Chromones | |
| US3714155A (en) | 4-hydroxy-2,n-dimethyl-2h-1,2-benzothiazine-3-carboxanilide1,1-dioxide and process therefor | |
| US3699128A (en) | 3-methylsulfinyl and 3-methylsulfonyl-4-chromanones | |
| CS196374B2 (en) | Method of producing 6a,10a-cis-hexahydrodibenzopyranones | |
| KATAOKA et al. | Synthesis, Stereochemistry and Reactions of Selenoxanthen-10-io (alkoxalyl alkoxycarbonyl) methanides and Related Compounds | |
| US4277470A (en) | Heterocyclic spiro-linked amidines, compositions and use thereof |