GB1513135A - Fluorination process and fluoro steroids - Google Patents
Fluorination process and fluoro steroidsInfo
- Publication number
- GB1513135A GB1513135A GB24734/74A GB2473474A GB1513135A GB 1513135 A GB1513135 A GB 1513135A GB 24734/74 A GB24734/74 A GB 24734/74A GB 2473474 A GB2473474 A GB 2473474A GB 1513135 A GB1513135 A GB 1513135A
- Authority
- GB
- United Kingdom
- Prior art keywords
- pregnan
- acetate
- steroids
- acetoxy
- methyl
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- 238000003682 fluorination reaction Methods 0.000 title abstract 4
- -1 fluoro steroids Chemical class 0.000 title abstract 3
- 238000000034 method Methods 0.000 title 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 abstract 4
- 239000003795 chemical substances by application Substances 0.000 abstract 4
- DTQVDTLACAAQTR-UHFFFAOYSA-M Trifluoroacetate Chemical compound [O-]C(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-M 0.000 abstract 3
- 238000006243 chemical reaction Methods 0.000 abstract 3
- 150000003431 steroids Chemical class 0.000 abstract 3
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 abstract 2
- ORNBQBCIOKFOEO-YQUGOWONSA-N Pregnenolone Natural products O=C(C)[C@@H]1[C@@]2(C)[C@H]([C@H]3[C@@H]([C@]4(C)C(=CC3)C[C@@H](O)CC4)CC2)CC1 ORNBQBCIOKFOEO-YQUGOWONSA-N 0.000 abstract 2
- FMGSKLZLMKYGDP-USOAJAOKSA-N dehydroepiandrosterone Chemical compound C1[C@@H](O)CC[C@]2(C)[C@H]3CC[C@](C)(C(CC4)=O)[C@@H]4[C@@H]3CC=C21 FMGSKLZLMKYGDP-USOAJAOKSA-N 0.000 abstract 2
- 239000003112 inhibitor Substances 0.000 abstract 2
- LQNUZADURLCDLV-UHFFFAOYSA-N nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 abstract 2
- 229910052757 nitrogen Inorganic materials 0.000 abstract 2
- 229960002847 prasterone Drugs 0.000 abstract 2
- ORNBQBCIOKFOEO-QGVNFLHTSA-N pregnenolone Chemical compound C1C=C2C[C@@H](O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H](C(=O)C)[C@@]1(C)CC2 ORNBQBCIOKFOEO-QGVNFLHTSA-N 0.000 abstract 2
- 229960000249 pregnenolone Drugs 0.000 abstract 2
- WDCYWAQPCXBPJA-UHFFFAOYSA-N 1,3-dinitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC([N+]([O-])=O)=C1 WDCYWAQPCXBPJA-UHFFFAOYSA-N 0.000 abstract 1
- AZQWKYJCGOJGHM-UHFFFAOYSA-N 1,4-benzoquinone Chemical compound O=C1C=CC(=O)C=C1 AZQWKYJCGOJGHM-UHFFFAOYSA-N 0.000 abstract 1
- XVMCUCZHUFRUNL-UHFFFAOYSA-N 1-adamantyl 2,2,2-trifluoroacetate Chemical compound C1C(C2)CC3CC2CC1(OC(=O)C(F)(F)F)C3 XVMCUCZHUFRUNL-UHFFFAOYSA-N 0.000 abstract 1
- FGKRZVOZOYAOLH-UHFFFAOYSA-N 2,2,2-trifluoro-N,N-bis(trimethylsilyl)acetamide trimethylsilyl acetate Chemical compound C[Si](C)(C)N(C(C(F)(F)F)=O)[Si](C)(C)C.C(C)(=O)O[Si](C)(C)C FGKRZVOZOYAOLH-UHFFFAOYSA-N 0.000 abstract 1
- QZLYKIGBANMMBK-UGCZWRCOSA-N 5α-Androstane Chemical compound C([C@@H]1CC2)CCC[C@]1(C)[C@@H]1[C@@H]2[C@@H]2CCC[C@@]2(C)CC1 QZLYKIGBANMMBK-UGCZWRCOSA-N 0.000 abstract 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 abstract 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 abstract 1
- 229910002651 NO3 Inorganic materials 0.000 abstract 1
- CRRKVZVYZQXICQ-RJJCNJEVSA-N Pregnenolone acetate Chemical compound C([C@@H]12)C[C@]3(C)[C@@H](C(C)=O)CC[C@H]3[C@@H]1CC=C1[C@]2(C)CC[C@H](OC(=O)C)C1 CRRKVZVYZQXICQ-RJJCNJEVSA-N 0.000 abstract 1
- VLLNJDMHDJRNFK-UHFFFAOYSA-N adamantan-1-ol Chemical compound C1C(C2)CC3CC2CC1(O)C3 VLLNJDMHDJRNFK-UHFFFAOYSA-N 0.000 abstract 1
- ORILYTVJVMAKLC-UHFFFAOYSA-N adamantane Chemical class C1C(C2)CC3CC1CC2C3 ORILYTVJVMAKLC-UHFFFAOYSA-N 0.000 abstract 1
- 150000001408 amides Chemical class 0.000 abstract 1
- 229910052786 argon Inorganic materials 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 239000011230 binding agent Substances 0.000 abstract 1
- 229910052799 carbon Inorganic materials 0.000 abstract 1
- 239000000356 contaminant Substances 0.000 abstract 1
- 238000005695 dehalogenation reaction Methods 0.000 abstract 1
- 238000005796 dehydrofluorination reaction Methods 0.000 abstract 1
- 238000010931 ester hydrolysis Methods 0.000 abstract 1
- 230000032050 esterification Effects 0.000 abstract 1
- 238000005886 esterification reaction Methods 0.000 abstract 1
- 150000002222 fluorine compounds Chemical group 0.000 abstract 1
- UQEAIHBTYFGYIE-UHFFFAOYSA-N hexamethyldisiloxane Chemical compound C[Si](C)(C)O[Si](C)(C)C UQEAIHBTYFGYIE-UHFFFAOYSA-N 0.000 abstract 1
- 238000005984 hydrogenation reaction Methods 0.000 abstract 1
- AQYSYJUIMQTRMV-UHFFFAOYSA-N hypofluorous acid Chemical class FO AQYSYJUIMQTRMV-UHFFFAOYSA-N 0.000 abstract 1
- 239000007788 liquid Substances 0.000 abstract 1
- 238000004519 manufacturing process Methods 0.000 abstract 1
- 239000002808 molecular sieve Substances 0.000 abstract 1
- 150000002894 organic compounds Chemical class 0.000 abstract 1
- 230000003647 oxidation Effects 0.000 abstract 1
- 238000007254 oxidation reaction Methods 0.000 abstract 1
- 150000003254 radicals Chemical class 0.000 abstract 1
- 239000012429 reaction media Substances 0.000 abstract 1
- URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- 239000000758 substrate Substances 0.000 abstract 1
- JOXIMZWYDAKGHI-UHFFFAOYSA-M toluene-4-sulfonate Chemical compound CC1=CC=C(S([O-])(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-M 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J53/00—Steroids in which the cyclopenta(a)hydrophenanthrene skeleton has been modified by condensation with a carbocyclic rings or by formation of an additional ring by means of a direct link between two ring carbon atoms, including carboxyclic rings fused to the cyclopenta(a)hydrophenanthrene skeleton are included in this class
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B39/00—Halogenation
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/093—Preparation of halogenated hydrocarbons by replacement by halogens
- C07C17/10—Preparation of halogenated hydrocarbons by replacement by halogens of hydrogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J1/00—Normal steroids containing carbon, hydrogen, halogen or oxygen, not substituted in position 17 beta by a carbon atom, e.g. estrane, androstane
- C07J1/0003—Androstane derivatives
- C07J1/0011—Androstane derivatives substituted in position 17 by a keto group
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J1/00—Normal steroids containing carbon, hydrogen, halogen or oxygen, not substituted in position 17 beta by a carbon atom, e.g. estrane, androstane
- C07J1/0003—Androstane derivatives
- C07J1/0018—Androstane derivatives substituted in position 17 beta, not substituted in position 17 alfa
- C07J1/0022—Androstane derivatives substituted in position 17 beta, not substituted in position 17 alfa the substituent being an OH group free esterified or etherified
- C07J1/0025—Esters
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J41/00—Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring
- C07J41/0033—Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring not covered by C07J41/0005
- C07J41/005—Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring not covered by C07J41/0005 the 17-beta position being substituted by an uninterrupted chain of only two carbon atoms, e.g. pregnane derivatives
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J5/00—Normal steroids containing carbon, hydrogen, halogen or oxygen, substituted in position 17 beta by a chain of two carbon atoms, e.g. pregnane and substituted in position 21 by only one singly bound oxygen atom, i.e. only one oxygen bound to position 21 by a single bond
- C07J5/0046—Normal steroids containing carbon, hydrogen, halogen or oxygen, substituted in position 17 beta by a chain of two carbon atoms, e.g. pregnane and substituted in position 21 by only one singly bound oxygen atom, i.e. only one oxygen bound to position 21 by a single bond substituted in position 17 alfa
- C07J5/0061—Normal steroids containing carbon, hydrogen, halogen or oxygen, substituted in position 17 beta by a chain of two carbon atoms, e.g. pregnane and substituted in position 21 by only one singly bound oxygen atom, i.e. only one oxygen bound to position 21 by a single bond substituted in position 17 alfa substituted in position 16
- C07J5/0069—Normal steroids containing carbon, hydrogen, halogen or oxygen, substituted in position 17 beta by a chain of two carbon atoms, e.g. pregnane and substituted in position 21 by only one singly bound oxygen atom, i.e. only one oxygen bound to position 21 by a single bond substituted in position 17 alfa substituted in position 16 by a saturated or unsaturated hydrocarbon group
- C07J5/0076—Normal steroids containing carbon, hydrogen, halogen or oxygen, substituted in position 17 beta by a chain of two carbon atoms, e.g. pregnane and substituted in position 21 by only one singly bound oxygen atom, i.e. only one oxygen bound to position 21 by a single bond substituted in position 17 alfa substituted in position 16 by a saturated or unsaturated hydrocarbon group by an alkyl group
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J7/00—Normal steroids containing carbon, hydrogen, halogen or oxygen substituted in position 17 beta by a chain of two carbon atoms
- C07J7/0005—Normal steroids containing carbon, hydrogen, halogen or oxygen substituted in position 17 beta by a chain of two carbon atoms not substituted in position 21
- C07J7/001—Normal steroids containing carbon, hydrogen, halogen or oxygen substituted in position 17 beta by a chain of two carbon atoms not substituted in position 21 substituted in position 20 by a keto group
- C07J7/0015—Normal steroids containing carbon, hydrogen, halogen or oxygen substituted in position 17 beta by a chain of two carbon atoms not substituted in position 21 substituted in position 20 by a keto group not substituted in position 17 alfa
- C07J7/002—Normal steroids containing carbon, hydrogen, halogen or oxygen substituted in position 17 beta by a chain of two carbon atoms not substituted in position 21 substituted in position 20 by a keto group not substituted in position 17 alfa not substituted in position 16
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J7/00—Normal steroids containing carbon, hydrogen, halogen or oxygen substituted in position 17 beta by a chain of two carbon atoms
- C07J7/0005—Normal steroids containing carbon, hydrogen, halogen or oxygen substituted in position 17 beta by a chain of two carbon atoms not substituted in position 21
- C07J7/001—Normal steroids containing carbon, hydrogen, halogen or oxygen substituted in position 17 beta by a chain of two carbon atoms not substituted in position 21 substituted in position 20 by a keto group
- C07J7/004—Normal steroids containing carbon, hydrogen, halogen or oxygen substituted in position 17 beta by a chain of two carbon atoms not substituted in position 21 substituted in position 20 by a keto group substituted in position 17 alfa
- C07J7/005—Normal steroids containing carbon, hydrogen, halogen or oxygen substituted in position 17 beta by a chain of two carbon atoms not substituted in position 21 substituted in position 20 by a keto group substituted in position 17 alfa substituted in position 16
- C07J7/0055—Normal steroids containing carbon, hydrogen, halogen or oxygen substituted in position 17 beta by a chain of two carbon atoms not substituted in position 21 substituted in position 20 by a keto group substituted in position 17 alfa substituted in position 16 by a saturated or unsaturated hydrocarbon group
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J9/00—Normal steroids containing carbon, hydrogen, halogen or oxygen substituted in position 17 beta by a chain of more than two carbon atoms, e.g. cholane, cholestane, coprostane
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Steroid Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Priority Applications (22)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB24734/74A GB1513135A (en) | 1974-06-04 | 1974-06-04 | Fluorination process and fluoro steroids |
| US05/581,283 US4036864A (en) | 1974-06-04 | 1975-05-27 | Chemical process |
| FR7517230A FR2275426A1 (fr) | 1974-06-04 | 1975-06-03 | Procede de fluoration de composes organiques satures |
| SE7506339A SE7506339L (sv) | 1974-06-04 | 1975-06-03 | Forfarande for fluorering. |
| DK248075A DK248075A (da) | 1974-06-04 | 1975-06-03 | Fremgangsmade til elektrofil fluorering af mettede organiske forbindelser indeholdende et hydrogenatom bundet til et tertiert kulstofatom |
| CA228,313A CA1064475A (en) | 1974-06-04 | 1975-06-03 | Electrophilic fluorination of organic compounds |
| NL7506547A NL7506547A (nl) | 1974-06-04 | 1975-06-03 | Werkwijze voor het elektrofiel fluoreren van een verzadigde organische verbinding. |
| ES438166A ES438166A1 (es) | 1974-06-04 | 1975-06-03 | Un procedimiento para la fluoracion electrofila de un com- puesto organico saturado. |
| BE156977A BE829809A (fr) | 1974-06-04 | 1975-06-03 | Fluoration de composes organiques satures |
| LU72637A LU72637A1 (https=) | 1974-06-04 | 1975-06-03 | |
| DE19752524618 DE2524618A1 (de) | 1974-06-04 | 1975-06-03 | Verfahren zur elektrophilen fluorierung von gesaettigten organischen verbindungen |
| IT49876/75A IT1035927B (it) | 1974-06-04 | 1975-06-03 | Procedimento per la fluorurazione catalitica di composti oganici saturi |
| CH713275A CH616397A5 (https=) | 1974-06-04 | 1975-06-03 | |
| IL47418A IL47418A (en) | 1974-06-04 | 1975-06-03 | Process for the electrophilic fluorination of saturated organic compounds and novel 14a-fluorosteroids |
| IN1106/CAL/75A IN142193B (https=) | 1974-06-04 | 1975-06-03 | |
| NZ177688A NZ177688A (en) | 1974-06-04 | 1975-06-03 | Electrophilic fluorination of saturated organic compounds containing one or more tertiary carbon atoms, and certain 14 -flourosteroids |
| JP50066959A JPS514102A (https=) | 1974-06-04 | 1975-06-03 | |
| IE1240/75A IE41545B1 (en) | 1974-06-04 | 1975-06-03 | Fluorination process and novel fluoro steroids |
| NO751939A NO751939L (https=) | 1974-06-04 | 1975-06-03 | |
| ZA00753588A ZA753588B (en) | 1974-06-04 | 1975-06-03 | Electrophilic fluorination 5 |
| AU81795/75A AU498203B2 (en) | 1974-06-04 | 1975-07-03 | Elecrtophilic fluorination |
| US05/775,879 US4284558A (en) | 1974-06-04 | 1977-03-09 | Chemical process for fluorinating a tertiary carbon atom in the steroid nucleus |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB24734/74A GB1513135A (en) | 1974-06-04 | 1974-06-04 | Fluorination process and fluoro steroids |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1513135A true GB1513135A (en) | 1978-06-07 |
Family
ID=10216416
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB24734/74A Expired GB1513135A (en) | 1974-06-04 | 1974-06-04 | Fluorination process and fluoro steroids |
Country Status (21)
| Country | Link |
|---|---|
| US (2) | US4036864A (https=) |
| JP (1) | JPS514102A (https=) |
| AU (1) | AU498203B2 (https=) |
| BE (1) | BE829809A (https=) |
| CA (1) | CA1064475A (https=) |
| CH (1) | CH616397A5 (https=) |
| DE (1) | DE2524618A1 (https=) |
| DK (1) | DK248075A (https=) |
| ES (1) | ES438166A1 (https=) |
| FR (1) | FR2275426A1 (https=) |
| GB (1) | GB1513135A (https=) |
| IE (1) | IE41545B1 (https=) |
| IL (1) | IL47418A (https=) |
| IN (1) | IN142193B (https=) |
| IT (1) | IT1035927B (https=) |
| LU (1) | LU72637A1 (https=) |
| NL (1) | NL7506547A (https=) |
| NO (1) | NO751939L (https=) |
| NZ (1) | NZ177688A (https=) |
| SE (1) | SE7506339L (https=) |
| ZA (1) | ZA753588B (https=) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2001028959A1 (en) * | 1999-10-20 | 2001-04-26 | F2 Chemicals Ltd. | Preparation of selectively fluorinated organic compounds |
| CN112979409A (zh) * | 2019-12-13 | 2021-06-18 | 浙江省化工研究院有限公司 | 一种气相催化氯化制备3,3,3-三氯-1,1,1-三氟丙烷的方法 |
Families Citing this family (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1513135A (en) * | 1974-06-04 | 1978-06-07 | Res Inst For Med & Chem Inc | Fluorination process and fluoro steroids |
| US5234680A (en) * | 1989-07-31 | 1993-08-10 | Johns Hopkins Univ. | Perfluoro-t-butyl-containing compounds for use in fluorine-19 NMR and/or MRI |
| US5116599A (en) * | 1989-07-31 | 1992-05-26 | Johns Hopkins Univ. | Perfluoro-t-butyl-containing compounds for use in fluorine-19 nmr and/or mri |
| ATE219044T1 (de) * | 1997-04-10 | 2002-06-15 | Pfizer | Fluorosubstituierte adamantan-derivate |
| DE19738196A1 (de) * | 1997-09-02 | 1999-03-04 | Hoechst Ag | Verfahren zur Herstellung von Fluor enthaltenden Verbindungen in hoher Reinheit |
| TW466266B (en) * | 1997-12-18 | 2001-12-01 | Central Glass Co Ltd | Gas for removing deposit and removal method using same |
| US6455728B1 (en) * | 1999-11-01 | 2002-09-24 | Air Products And Chemicals, Inc. | Direct fluorination process for preparing high purity 2-fluoro-1,3-dicarbonyl compounds using oxygen as a radical scavenger |
| US7488847B2 (en) | 2002-12-11 | 2009-02-10 | Asahi Glass Company, Limited | Fluorinated adamantane and its derivatives |
| JP4534765B2 (ja) | 2002-12-11 | 2010-09-01 | 旭硝子株式会社 | フッ素化されたアダマンタン誘導体およびその製造方法 |
| WO2005123650A1 (ja) * | 2004-06-16 | 2005-12-29 | Asahi Glass Company, Limited | 新規なフッ素化されたアダマンタン誘導体 |
| EP1757575A4 (en) | 2004-06-16 | 2008-05-07 | Asahi Glass Co Ltd | FLUORADAMANTANDERIVAT |
| EP1789380A1 (de) * | 2004-07-23 | 2007-05-30 | Justus-Liebig-Universität Giessen | Aminoadamantan-derivate, verfahren zu ihrer herstellung und ihre verwendung |
| EP2053055A1 (de) * | 2007-10-24 | 2009-04-29 | Bayer Schering Pharma Aktiengesellschaft | 11.beta.-Fluoro-3-acetoxyestra-3,5-dien-17-on und Verfahren zu seiner Herstellung |
| CN116003372B (zh) * | 2022-09-14 | 2024-08-06 | 多氟多新材料股份有限公司 | 一种氟代碳酸乙烯酯的制备方法 |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CH612902A5 (https=) * | 1967-09-11 | 1979-08-31 | Res Inst Medicine Chem | |
| GB1513135A (en) * | 1974-06-04 | 1978-06-07 | Res Inst For Med & Chem Inc | Fluorination process and fluoro steroids |
-
1974
- 1974-06-04 GB GB24734/74A patent/GB1513135A/en not_active Expired
-
1975
- 1975-05-27 US US05/581,283 patent/US4036864A/en not_active Expired - Lifetime
- 1975-06-03 NL NL7506547A patent/NL7506547A/xx not_active Application Discontinuation
- 1975-06-03 LU LU72637A patent/LU72637A1/xx unknown
- 1975-06-03 IL IL47418A patent/IL47418A/xx unknown
- 1975-06-03 DK DK248075A patent/DK248075A/da unknown
- 1975-06-03 DE DE19752524618 patent/DE2524618A1/de not_active Withdrawn
- 1975-06-03 CA CA228,313A patent/CA1064475A/en not_active Expired
- 1975-06-03 JP JP50066959A patent/JPS514102A/ja active Pending
- 1975-06-03 FR FR7517230A patent/FR2275426A1/fr active Granted
- 1975-06-03 NO NO751939A patent/NO751939L/no unknown
- 1975-06-03 ZA ZA00753588A patent/ZA753588B/xx unknown
- 1975-06-03 NZ NZ177688A patent/NZ177688A/xx unknown
- 1975-06-03 IN IN1106/CAL/75A patent/IN142193B/en unknown
- 1975-06-03 SE SE7506339A patent/SE7506339L/xx unknown
- 1975-06-03 IT IT49876/75A patent/IT1035927B/it active
- 1975-06-03 ES ES438166A patent/ES438166A1/es not_active Expired
- 1975-06-03 IE IE1240/75A patent/IE41545B1/en unknown
- 1975-06-03 CH CH713275A patent/CH616397A5/de not_active IP Right Cessation
- 1975-06-03 BE BE156977A patent/BE829809A/xx unknown
- 1975-07-03 AU AU81795/75A patent/AU498203B2/en not_active Expired
-
1977
- 1977-03-09 US US05/775,879 patent/US4284558A/en not_active Expired - Lifetime
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2001028959A1 (en) * | 1999-10-20 | 2001-04-26 | F2 Chemicals Ltd. | Preparation of selectively fluorinated organic compounds |
| CN112979409A (zh) * | 2019-12-13 | 2021-06-18 | 浙江省化工研究院有限公司 | 一种气相催化氯化制备3,3,3-三氯-1,1,1-三氟丙烷的方法 |
Also Published As
| Publication number | Publication date |
|---|---|
| DK248075A (da) | 1975-12-05 |
| AU8179575A (en) | 1976-12-09 |
| IN142193B (https=) | 1977-06-11 |
| IE41545L (en) | 1975-12-04 |
| CA1064475A (en) | 1979-10-16 |
| FR2275426B1 (https=) | 1979-07-13 |
| AU498203B2 (en) | 1979-02-22 |
| FR2275426A1 (fr) | 1976-01-16 |
| NO751939L (https=) | 1975-12-05 |
| NZ177688A (en) | 1978-03-06 |
| BE829809A (fr) | 1975-12-03 |
| IT1035927B (it) | 1979-10-20 |
| LU72637A1 (https=) | 1976-03-17 |
| IL47418A0 (en) | 1975-08-31 |
| US4284558A (en) | 1981-08-18 |
| CH616397A5 (https=) | 1980-03-31 |
| ES438166A1 (es) | 1977-02-01 |
| JPS514102A (https=) | 1976-01-14 |
| SE7506339L (sv) | 1975-12-05 |
| DE2524618A1 (de) | 1976-01-02 |
| US4036864A (en) | 1977-07-19 |
| ZA753588B (en) | 1976-05-26 |
| IL47418A (en) | 1979-11-30 |
| NL7506547A (nl) | 1975-12-08 |
| IE41545B1 (en) | 1980-01-30 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| PCNP | Patent ceased through non-payment of renewal fee |