FR2455024A1 - Nouveau procede de dedoublement des acides d,l-cis 2,2-dimethyl 3-(2',2'-dihalovinyl) cyclopropane-1-carboxylique - Google Patents
Nouveau procede de dedoublement des acides d,l-cis 2,2-dimethyl 3-(2',2'-dihalovinyl) cyclopropane-1-carboxyliqueInfo
- Publication number
- FR2455024A1 FR2455024A1 FR7908338A FR7908338A FR2455024A1 FR 2455024 A1 FR2455024 A1 FR 2455024A1 FR 7908338 A FR7908338 A FR 7908338A FR 7908338 A FR7908338 A FR 7908338A FR 2455024 A1 FR2455024 A1 FR 2455024A1
- Authority
- FR
- France
- Prior art keywords
- ephedrine
- dihalovinyl
- cyclopropane
- cis
- dimethyl
- 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.)
- Granted
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/42—Separation; Purification; Stabilisation; Use of additives
- C07C51/487—Separation; Purification; Stabilisation; Use of additives by treatment giving rise to chemical modification
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
L'INVENTION CONCERNE UN PROCEDE DE DEDOUBLEMENT DES ACIDES D,L-CIS ET D,L-TRANS 2,2-DIMETHYL 3-(2,2-DIHALOVINYL) CYCLOPROPANE-1-CARBOXYLIQUES DE FORMULE I: (CF DESSIN DANS BOPI) DANS LAQUELLE X REPRESENTE UN ATOME DE FLUOR, DE CHLORE OU DE BROME, CARACTERISE EN CE QUE L'ON SALIFIE UN ACIDE DE FORMULE (I) PAR UN COMPOSE CHOISI PARMI LA D-EPHEDRINE, LA L-EPHEDRINE, LA D-N-METHYL EPHEDRINE, LA L-N-METHYL EPHEDRINE, LA D-PSEUDO-EPHEDRINE ET LA L-PSEUDO-EPHEDRINE DANS UN SOLVANT ORGANIQUE, PUIS ON ISOLE ET TRAITE LE SEL CRISTALLISE FORME PAR HYDROLYSE ACIDE POUR OBTENIR L'ACIDE CORRESPONDANT DEDOUBLE.
Priority Applications (16)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR7908338A FR2455024A1 (fr) | 1979-04-03 | 1979-04-03 | Nouveau procede de dedoublement des acides d,l-cis 2,2-dimethyl 3-(2',2'-dihalovinyl) cyclopropane-1-carboxylique |
SE8000740A SE447822B (sv) | 1979-04-03 | 1980-01-30 | Sett att spalta d,l-cis- och d,l-trans-2,2-dimetyl-3-(2,2-dihalogenvinyl)-cyklopropan-1-karboxylsyror |
HU80208A HU185212B (en) | 1979-04-03 | 1980-01-31 | Process for the resolution of d,1-cys- and d,1-trans-isomers of 2,2-dimethyl-3-/2,2-dihalo-vinyl/-coclopropane-1-carboxylic acid |
IT48118/80A IT1144044B (it) | 1979-04-03 | 1980-03-10 | Procedimento di separazione degli acidi d l-cis e d l-trans 2,2-dimetil 3-(2,2-dialogenovinil)ciclopropan-1-carbossilici |
US06/130,994 US4328173A (en) | 1979-04-03 | 1980-03-17 | Resolution of D,L-cis and D,L-trans 2,2-dimethyl-3-(2,2-dihalovinyl)-cyclopropane-1-carboxylic acids and salts thereof |
ES489922A ES489922A1 (es) | 1979-04-03 | 1980-03-26 | Procedimiento de desdoblamiento de los acidos d,l-cis y d,l-trans 2,2-dimetil-3-(2,2-dihalogenovinil)ciclopropa- no-1-carboxilicos |
CA348,882A CA1127183A (fr) | 1979-04-03 | 1980-03-31 | Procede de dedoublement des acides dl-cis et dl-trans-2,2-dimethyl-3-(2',2'-dihalovinyl) cyclopropane-1-carboxylique |
JP4125080A JPS55133330A (en) | 1979-04-03 | 1980-04-01 | Novel division of d*llcissand d*lltranss 2*22dimethyll33*2*22dihalovinyl*cyclopropanee 11carboxylic acid |
CH2625/80A CH648284A5 (fr) | 1979-04-03 | 1980-04-02 | Procede de dedoublement des acides d,l-cis et d,l-trans 2,2-dimethyl 3-(2,2-dihalovinyl) cyclopropane-1-carboxyliques. |
GB8011160A GB2047696B (en) | 1979-04-03 | 1980-04-02 | Resolution of d,l-cis-and d,l-trans-2,2-dimethyl-3-(2,2-dihalovinyl)-cyclopropane-1-carboxylic acids |
BE0/200085A BE882595A (fr) | 1979-04-03 | 1980-04-02 | Nouveau procede de dedoublement des acides d,l-cis et d,l-trans 2,2-dimethyl 3-(2,2-dihalovinyl) cyclopropane-1-carboxyliques |
NL8001953A NL192681C (nl) | 1979-04-03 | 1980-04-02 | Werkwijze voor de splitsing van D,L-cis- en D,L-trans 2,2-dimethyl-3-(2,2-dibroomvinyl) cyclopropaan-1-carbonzuren. |
DE3051212A DE3051212C2 (fr) | 1979-04-03 | 1980-04-03 | |
DE19803013151 DE3013151A1 (de) | 1979-04-03 | 1980-04-03 | Neues verfahren zur spaltung der d,l-cis- und d,l-trans-2,2-dimethyl-3- (2,2-dihalogenvinyl)-cyclopropan-1-carbonsaeuren |
JP63307958A JPH02134A (ja) | 1979-04-03 | 1988-12-07 | D,L‐cis‐及びD,L‐trans‐2,2‐ジメチル‐3‐(2,2‐ジハロビニル)シクロプロパン‐1‐カルボン酸の分割方法で得られる中間体塩 |
NL9600013A NL9600013A (nl) | 1979-04-03 | 1996-08-08 | Werkwijze voor de splitsing van D,L-cis- en D,L-trans-2,2-dimethyl-3- (2,2-dichloorvinyl)cyclopropaan-1-carbonzuren. |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR7908338A FR2455024A1 (fr) | 1979-04-03 | 1979-04-03 | Nouveau procede de dedoublement des acides d,l-cis 2,2-dimethyl 3-(2',2'-dihalovinyl) cyclopropane-1-carboxylique |
Publications (2)
Publication Number | Publication Date |
---|---|
FR2455024A1 true FR2455024A1 (fr) | 1980-11-21 |
FR2455024B1 FR2455024B1 (fr) | 1981-10-02 |
Family
ID=9223879
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
FR7908338A Granted FR2455024A1 (fr) | 1979-04-03 | 1979-04-03 | Nouveau procede de dedoublement des acides d,l-cis 2,2-dimethyl 3-(2',2'-dihalovinyl) cyclopropane-1-carboxylique |
Country Status (13)
Country | Link |
---|---|
US (1) | US4328173A (fr) |
JP (2) | JPS55133330A (fr) |
BE (1) | BE882595A (fr) |
CA (1) | CA1127183A (fr) |
CH (1) | CH648284A5 (fr) |
DE (2) | DE3051212C2 (fr) |
ES (1) | ES489922A1 (fr) |
FR (1) | FR2455024A1 (fr) |
GB (1) | GB2047696B (fr) |
HU (1) | HU185212B (fr) |
IT (1) | IT1144044B (fr) |
NL (1) | NL192681C (fr) |
SE (1) | SE447822B (fr) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2770519A1 (fr) * | 1997-10-31 | 1999-05-07 | Gharda Chemicals Limited | PROCEDE DE RESOLUTION DES ACIDES (+) - cis-2,2-DIMETHYL-3- (2,2-DIHALOGENOVINYL)-CYCLOPROPANE-1-CARBOXYLIQUES |
Families Citing this family (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
HU185030B (en) * | 1981-02-20 | 1984-11-28 | Chinoin Gyogyszer Es Vegyeszet | Process for producing isomere mixtures of pure dichloro-vinyl-cyclopropane-carboxylic acids |
AU543276B2 (en) * | 1981-06-18 | 1985-04-18 | Stauffer Chemical Company | Resolution of dl-trans-chrysanthemic acid |
HU188335B (en) * | 1982-11-25 | 1986-04-28 | Chinoin Gyogyszer Es Vegyeszeti Termekek Gyara Rt,Hu | Process for preparing optically active derivatives of cyclopropane-carboxylic acid |
JPH02131883U (fr) * | 1989-04-04 | 1990-11-01 | ||
JP2517125B2 (ja) * | 1989-11-09 | 1996-07-24 | 松下電器産業株式会社 | 雑音消去回路 |
ITMI20050231A1 (it) * | 2005-02-17 | 2006-08-18 | Endura Spa | Processo per l'ottenimento di enantiomeri dell'acido crisantemico |
Family Cites Families (13)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3590077A (en) * | 1966-01-26 | 1971-06-29 | Roussel Uclaf | Salts of chrysanthemic acid with 1-p-nitrophenyl - 2-n,n - dimethyl-aminopropane-1,3-diols |
FR1505423A (fr) * | 1966-08-26 | 1967-12-15 | Roussel Uclaf | Nouveaux dérivés du cyclopropane et procédé de préparation |
US4014918A (en) * | 1968-07-12 | 1977-03-29 | Roussel-Uclaf | Process for the preparation of cyclopropane derivatives and compounds produced therein |
US3739019A (en) * | 1969-07-02 | 1973-06-12 | Sumitomo Chemical Co | Preparation of optically active trans chrysanthemic acid |
BE790240A (fr) * | 1971-10-19 | 1973-02-15 | Sumitomo Chemical Co | Procede de preparation de l'acide mixte (+)-cis, (+)-trans- chrysanthemique |
JPS5123497B2 (fr) * | 1972-01-07 | 1976-07-17 | ||
US4024163A (en) * | 1972-05-25 | 1977-05-17 | National Research Development Corporation | Insecticides |
IE41614B1 (en) * | 1973-08-15 | 1980-02-13 | Nat Res Dev | Substituted 2,2-dimethyl cylopropane carboxylic acid estersprocess for their preperation and their use as insecticides |
JPS562060B2 (fr) * | 1974-04-09 | 1981-01-17 | ||
JPS5136441A (en) * | 1974-09-20 | 1976-03-27 | Sumitomo Chemical Co | * purasu * toransu 2*22 jimechiru 33 * 2*22 jikurorubiniru * shikuroburopankarubonsannoshutokuhoho |
JPS51143647A (en) * | 1975-06-06 | 1976-12-10 | Sumitomo Chem Co Ltd | Process for obtaining optically active trans-2,2-dimethyl-3-(2,2-dichl orovinyl) cyclopropanecarboxylic acid |
DE2826952A1 (de) * | 1978-06-20 | 1980-01-10 | Bayer Ag | Enantiomerentrennung von chiralen carbonsaeuren |
US4229593A (en) * | 1979-05-29 | 1980-10-21 | Fmc Corporation | Method to prepare (+)-cis-3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropanecarboxylic acid |
-
1979
- 1979-04-03 FR FR7908338A patent/FR2455024A1/fr active Granted
-
1980
- 1980-01-30 SE SE8000740A patent/SE447822B/sv not_active IP Right Cessation
- 1980-01-31 HU HU80208A patent/HU185212B/hu not_active IP Right Cessation
- 1980-03-10 IT IT48118/80A patent/IT1144044B/it active
- 1980-03-17 US US06/130,994 patent/US4328173A/en not_active Expired - Lifetime
- 1980-03-26 ES ES489922A patent/ES489922A1/es not_active Expired
- 1980-03-31 CA CA348,882A patent/CA1127183A/fr not_active Expired
- 1980-04-01 JP JP4125080A patent/JPS55133330A/ja active Granted
- 1980-04-02 GB GB8011160A patent/GB2047696B/en not_active Expired
- 1980-04-02 NL NL8001953A patent/NL192681C/nl not_active IP Right Cessation
- 1980-04-02 BE BE0/200085A patent/BE882595A/fr not_active IP Right Cessation
- 1980-04-02 CH CH2625/80A patent/CH648284A5/fr not_active IP Right Cessation
- 1980-04-03 DE DE3051212A patent/DE3051212C2/de not_active Expired - Fee Related
- 1980-04-03 DE DE19803013151 patent/DE3013151A1/de active Granted
-
1988
- 1988-12-07 JP JP63307958A patent/JPH02134A/ja active Granted
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2770519A1 (fr) * | 1997-10-31 | 1999-05-07 | Gharda Chemicals Limited | PROCEDE DE RESOLUTION DES ACIDES (+) - cis-2,2-DIMETHYL-3- (2,2-DIHALOGENOVINYL)-CYCLOPROPANE-1-CARBOXYLIQUES |
Also Published As
Publication number | Publication date |
---|---|
CH648284A5 (fr) | 1985-03-15 |
IT1144044B (it) | 1986-10-29 |
DE3013151C2 (fr) | 1990-10-11 |
DE3013151A1 (de) | 1980-10-23 |
NL8001953A (nl) | 1980-10-07 |
JPH02134A (ja) | 1990-01-05 |
SE447822B (sv) | 1986-12-15 |
HU185212B (en) | 1984-12-28 |
JPH0314818B2 (fr) | 1991-02-27 |
JPH0134979B2 (fr) | 1989-07-21 |
CA1127183A (fr) | 1982-07-06 |
US4328173A (en) | 1982-05-04 |
GB2047696B (en) | 1983-04-20 |
GB2047696A (en) | 1980-12-03 |
FR2455024B1 (fr) | 1981-10-02 |
NL192681C (nl) | 1997-12-02 |
BE882595A (fr) | 1980-10-02 |
SE8000740L (sv) | 1980-10-04 |
ES489922A1 (es) | 1980-10-01 |
NL192681B (nl) | 1997-08-01 |
DE3051212C2 (fr) | 1991-06-27 |
IT8048118A0 (it) | 1980-03-10 |
JPS55133330A (en) | 1980-10-17 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
CA | Change of address | ||
CD | Change of name or company name | ||
ST | Notification of lapse |