NO790083L - Fremgangsmaate ved fremstilling av substituerte 1,4-cyclohexadien-carboxylsyrederivater - Google Patents
Fremgangsmaate ved fremstilling av substituerte 1,4-cyclohexadien-carboxylsyrederivaterInfo
- Publication number
- NO790083L NO790083L NO790083A NO790083A NO790083L NO 790083 L NO790083 L NO 790083L NO 790083 A NO790083 A NO 790083A NO 790083 A NO790083 A NO 790083A NO 790083 L NO790083 L NO 790083L
- Authority
- NO
- Norway
- Prior art keywords
- acid
- straight
- carbon atoms
- chain
- branched
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 7
- XCSQXCKDEVRTHN-UHFFFAOYSA-N cyclohexa-1,4-diene-1-carboxylic acid Chemical class OC(=O)C1=CCC=CC1 XCSQXCKDEVRTHN-UHFFFAOYSA-N 0.000 title description 2
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims description 90
- -1 3-amino-1,4-cyclohexadiene-carboxylic acid-trifluoroacetate Chemical compound 0.000 claims description 76
- 150000001875 compounds Chemical class 0.000 claims description 64
- 125000004432 carbon atom Chemical group C* 0.000 claims description 45
- 125000000217 alkyl group Chemical group 0.000 claims description 30
- 239000002585 base Substances 0.000 claims description 30
- 239000002253 acid Substances 0.000 claims description 28
- DTQVDTLACAAQTR-UHFFFAOYSA-N Trifluoroacetic acid Chemical compound OC(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-N 0.000 claims description 26
- 125000003545 alkoxy group Chemical group 0.000 claims description 26
- 239000001257 hydrogen Substances 0.000 claims description 26
- 229910052739 hydrogen Inorganic materials 0.000 claims description 26
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 26
- 239000002904 solvent Substances 0.000 claims description 24
- 125000004356 hydroxy functional group Chemical group O* 0.000 claims description 19
- 150000003839 salts Chemical class 0.000 claims description 16
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 12
- 125000005843 halogen group Chemical group 0.000 claims description 11
- 150000002431 hydrogen Chemical class 0.000 claims description 11
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- RDOXTESZEPMUJZ-UHFFFAOYSA-N anisole Chemical compound COC1=CC=CC=C1 RDOXTESZEPMUJZ-UHFFFAOYSA-N 0.000 claims description 10
- 125000003277 amino group Chemical group 0.000 claims description 9
- 230000007062 hydrolysis Effects 0.000 claims description 9
- 238000006460 hydrolysis reaction Methods 0.000 claims description 9
- 150000001412 amines Chemical class 0.000 claims description 8
- 150000008065 acid anhydrides Chemical class 0.000 claims description 7
- 125000004448 alkyl carbonyl group Chemical group 0.000 claims description 7
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 7
- DPZNOMCNRMUKPS-UHFFFAOYSA-N 1,3-Dimethoxybenzene Chemical compound COC1=CC=CC(OC)=C1 DPZNOMCNRMUKPS-UHFFFAOYSA-N 0.000 claims description 6
- 125000003143 4-hydroxybenzyl group Chemical group [H]C([*])([H])C1=C([H])C([H])=C(O[H])C([H])=C1[H] 0.000 claims description 6
- WVDDGKGOMKODPV-UHFFFAOYSA-N Benzyl alcohol Chemical compound OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 claims description 6
- 238000005903 acid hydrolysis reaction Methods 0.000 claims description 6
- 150000004820 halides Chemical class 0.000 claims description 6
- HQKRXDWKEIDRLS-UHFFFAOYSA-N 3-aminocyclohexa-1,4-diene-1-carboxylic acid Chemical compound NC1C=CCC(C(O)=O)=C1 HQKRXDWKEIDRLS-UHFFFAOYSA-N 0.000 claims description 5
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims description 5
- 150000008064 anhydrides Chemical class 0.000 claims description 5
- UZKWTJUDCOPSNM-UHFFFAOYSA-N methoxybenzene Substances CCCCOC=C UZKWTJUDCOPSNM-UHFFFAOYSA-N 0.000 claims description 5
- ISHLCKAQWKBMAU-UHFFFAOYSA-N tert-butyl n-diazocarbamate Chemical compound CC(C)(C)OC(=O)N=[N+]=[N-] ISHLCKAQWKBMAU-UHFFFAOYSA-N 0.000 claims description 4
- NWUYHJFMYQTDRP-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;1-ethenyl-2-ethylbenzene;styrene Chemical compound C=CC1=CC=CC=C1.CCC1=CC=CC=C1C=C.C=CC1=CC=CC=C1C=C NWUYHJFMYQTDRP-UHFFFAOYSA-N 0.000 claims description 3
- MSHFRERJPWKJFX-UHFFFAOYSA-N 4-Methoxybenzyl alcohol Chemical compound COC1=CC=C(CO)C=C1 MSHFRERJPWKJFX-UHFFFAOYSA-N 0.000 claims description 3
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 claims description 3
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- 125000004172 4-methoxyphenyl group Chemical group [H]C1=C([H])C(OC([H])([H])[H])=C([H])C([H])=C1* 0.000 claims description 2
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- 125000000051 benzyloxy group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])O* 0.000 claims description 2
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- 230000003287 optical effect Effects 0.000 claims description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 2
- 125000004213 tert-butoxy group Chemical group [H]C([H])([H])C(O*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 2
- 238000010306 acid treatment Methods 0.000 claims 2
- FXMNVYBROILAKU-UHFFFAOYSA-N tert-butyl n-[cyano(phenyl)methylidene]carbamate Chemical compound CC(C)(C)OC(=O)N=C(C#N)C1=CC=CC=C1 FXMNVYBROILAKU-UHFFFAOYSA-N 0.000 claims 2
- 230000002378 acidificating effect Effects 0.000 claims 1
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- BTCSSZJGUNDROE-UHFFFAOYSA-N gamma-aminobutyric acid Chemical compound NCCCC(O)=O BTCSSZJGUNDROE-UHFFFAOYSA-N 0.000 description 36
- 239000000243 solution Substances 0.000 description 36
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- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 16
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- 108090000340 Transaminases Proteins 0.000 description 13
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 12
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- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 8
- 239000000203 mixture Substances 0.000 description 8
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 8
- 230000000694 effects Effects 0.000 description 7
- XMJHPCRAQCTCFT-UHFFFAOYSA-N methyl chloroformate Chemical compound COC(Cl)=O XMJHPCRAQCTCFT-UHFFFAOYSA-N 0.000 description 7
- 239000012074 organic phase Substances 0.000 description 7
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
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- 238000006243 chemical reaction Methods 0.000 description 6
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 6
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- KFNRJXCQEJIBER-ZCFIWIBFSA-N (S)-gabaculine Chemical compound N[C@H]1CC(C(O)=O)=CC=C1 KFNRJXCQEJIBER-ZCFIWIBFSA-N 0.000 description 5
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- NFDXQGNDWIPXQL-UHFFFAOYSA-N 1-cyclooctyldiazocane Chemical compound C1CCCCCCC1N1NCCCCCC1 NFDXQGNDWIPXQL-UHFFFAOYSA-N 0.000 description 3
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C317/00—Sulfones; Sulfoxides
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Neurosurgery (AREA)
- Biomedical Technology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Neurology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- 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 |
|---|---|---|---|
| US86885978A | 1978-01-12 | 1978-01-12 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| NO790083L true NO790083L (no) | 1979-07-13 |
Family
ID=25352454
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO790083A NO790083L (no) | 1978-01-12 | 1979-01-11 | Fremgangsmaate ved fremstilling av substituerte 1,4-cyclohexadien-carboxylsyrederivater |
Country Status (17)
| Country | Link |
|---|---|
| JP (1) | JPS54100351A (xx) |
| AU (1) | AU4260578A (xx) |
| BE (1) | BE873411A (xx) |
| DE (1) | DE2855931A1 (xx) |
| DK (1) | DK12279A (xx) |
| ES (1) | ES476712A1 (xx) |
| FR (1) | FR2414493A1 (xx) |
| GB (1) | GB2012268B (xx) |
| IL (1) | IL56255A0 (xx) |
| IT (1) | IT1113739B (xx) |
| NL (1) | NL7900079A (xx) |
| NO (1) | NO790083L (xx) |
| NZ (1) | NZ189211A (xx) |
| PH (1) | PH14294A (xx) |
| PT (1) | PT69044A (xx) |
| SE (1) | SE7813350L (xx) |
| ZA (1) | ZA786944B (xx) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4407671A (en) | 1982-12-06 | 1983-10-04 | Shell Oil Company | Use of 3-aminocyclohexadienecarboxylic acids for controlling the growth of unwanted plants |
| US5117338A (en) * | 1991-09-26 | 1992-05-26 | Mccrary Charles F | Jewelry lighting device |
| CN112740965B (zh) * | 2021-01-07 | 2021-11-23 | 南京农业大学 | 不结球白菜“黄玫瑰”的周年转色方法 |
-
1978
- 1978-12-12 ZA ZA00786944A patent/ZA786944B/xx unknown
- 1978-12-15 AU AU42605/78A patent/AU4260578A/en active Pending
- 1978-12-18 NZ NZ189211A patent/NZ189211A/xx unknown
- 1978-12-19 IL IL56255A patent/IL56255A0/xx unknown
- 1978-12-23 DE DE19782855931 patent/DE2855931A1/de not_active Withdrawn
- 1978-12-28 SE SE7813350A patent/SE7813350L/xx unknown
-
1979
- 1979-01-05 NL NL7900079A patent/NL7900079A/xx not_active Application Discontinuation
- 1979-01-05 PH PH22020A patent/PH14294A/en unknown
- 1979-01-08 PT PT69044A patent/PT69044A/pt unknown
- 1979-01-10 ES ES476712A patent/ES476712A1/es not_active Expired
- 1979-01-11 DK DK12279A patent/DK12279A/da not_active Application Discontinuation
- 1979-01-11 FR FR7900646A patent/FR2414493A1/fr not_active Withdrawn
- 1979-01-11 NO NO790083A patent/NO790083L/no unknown
- 1979-01-11 IT IT47593/79A patent/IT1113739B/it active
- 1979-01-11 GB GB791001A patent/GB2012268B/en not_active Expired
- 1979-01-11 BE BE192839A patent/BE873411A/xx unknown
- 1979-01-12 JP JP141179A patent/JPS54100351A/ja active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| IT1113739B (it) | 1986-01-20 |
| ZA786944B (en) | 1979-12-27 |
| GB2012268A (en) | 1979-07-25 |
| NZ189211A (en) | 1980-11-14 |
| DE2855931A1 (de) | 1979-07-19 |
| ES476712A1 (es) | 1979-12-01 |
| JPS54100351A (en) | 1979-08-08 |
| IL56255A0 (en) | 1979-03-12 |
| BE873411A (fr) | 1979-05-02 |
| PH14294A (en) | 1981-05-04 |
| AU4260578A (en) | 1979-07-19 |
| PT69044A (en) | 1979-02-01 |
| IT7947593A0 (it) | 1979-01-11 |
| NL7900079A (nl) | 1979-07-16 |
| SE7813350L (sv) | 1979-07-13 |
| DK12279A (da) | 1979-07-13 |
| GB2012268B (en) | 1982-05-06 |
| FR2414493A1 (fr) | 1979-08-10 |
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