DD130929A5 - Verfahren zur umwandlung eines optisch-aktiven alpha-zyano-sek-alkoholchiralsaeureesters - Google Patents

Verfahren zur umwandlung eines optisch-aktiven alpha-zyano-sek-alkoholchiralsaeureesters

Info

Publication number
DD130929A5
DD130929A5 DD7700198553A DD19855377A DD130929A5 DD 130929 A5 DD130929 A5 DD 130929A5 DD 7700198553 A DD7700198553 A DD 7700198553A DD 19855377 A DD19855377 A DD 19855377A DD 130929 A5 DD130929 A5 DD 130929A5
Authority
DD
German Democratic Republic
Prior art keywords
zyano
chaline
sek
converting
alcohol
Prior art date
Application number
DD7700198553A
Other languages
German (de)
English (en)
Inventor
Julien Warnant
Jacques Prost-Marechal
Philippe Cosquer
Original Assignee
Roussel Uclaf
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Family has litigation
First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=9172256&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=DD130929(A5) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Application filed by Roussel Uclaf filed Critical Roussel Uclaf
Publication of DD130929A5 publication Critical patent/DD130929A5/xx

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C255/00Carboxylic acid nitriles
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N53/00Biocides, pest repellants or attractants, or plant growth regulators containing cyclopropane carboxylic acids or derivatives thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/13Amines
    • A61K31/135Amines having aromatic rings, e.g. ketamine, nortriptyline
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/33Heterocyclic compounds
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C255/00Carboxylic acid nitriles
    • C07C255/49Carboxylic acid nitriles having cyano groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
    • C07C255/53Carboxylic acid nitriles having cyano groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton containing cyano groups and hydroxy groups bound to the carbon skeleton
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D213/00Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D213/62Oxygen or sulfur atoms
    • C07D213/63One oxygen atom
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D213/00Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D213/62Oxygen or sulfur atoms
    • C07D213/63One oxygen atom
    • C07D213/64One oxygen atom attached in position 2 or 6
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D213/00Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D213/78Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D213/81Amides; Imides
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D239/00Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
    • C07D239/02Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
    • C07D239/24Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
    • C07D239/28Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms
    • C07D239/32One oxygen, sulfur or nitrogen atom
    • C07D239/34One oxygen atom
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D241/00Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings
    • C07D241/02Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings
    • C07D241/10Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
    • C07D241/14Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D241/18Oxygen or sulfur atoms

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • Animal Behavior & Ethology (AREA)
  • Epidemiology (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Medicinal Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Environmental Sciences (AREA)
  • Zoology (AREA)
  • Wood Science & Technology (AREA)
  • Dentistry (AREA)
  • Plant Pathology (AREA)
  • Pest Control & Pesticides (AREA)
  • Agronomy & Crop Science (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Quinoline Compounds (AREA)
DD7700198553A 1976-04-23 1977-04-22 Verfahren zur umwandlung eines optisch-aktiven alpha-zyano-sek-alkoholchiralsaeureesters DD130929A5 (de)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR7612094A FR2375161A1 (fr) 1976-04-23 1976-04-23 Procede de transformation d'un ester d'acide chiral d'alcool secondaire a-cyane optiquement actif de structure (r) en ester d'acide chiral d'alcool secondaire a-cyane de structure (s)

Publications (1)

Publication Number Publication Date
DD130929A5 true DD130929A5 (de) 1978-05-17

Family

ID=9172256

Family Applications (1)

Application Number Title Priority Date Filing Date
DD7700198553A DD130929A5 (de) 1976-04-23 1977-04-22 Verfahren zur umwandlung eines optisch-aktiven alpha-zyano-sek-alkoholchiralsaeureesters

Country Status (39)

Country Link
US (2) US4136195A (xx)
JP (2) JPS52148040A (xx)
AR (1) AR228557A1 (xx)
AT (2) AT360970B (xx)
AU (1) AU512155B2 (xx)
BE (1) BE853867A (xx)
BR (1) BR7702576A (xx)
CA (1) CA1130311A (xx)
CH (1) CH620889A5 (xx)
CS (1) CS214851B2 (xx)
DD (1) DD130929A5 (xx)
DE (1) DE2718039C2 (xx)
DK (2) DK171573B1 (xx)
ES (1) ES458112A1 (xx)
FR (1) FR2375161A1 (xx)
GB (2) GB1582596A (xx)
GR (1) GR63104B (xx)
GT (1) GT197957492A (xx)
HK (2) HK51984A (xx)
HR (1) HRP931394B1 (xx)
HU (1) HU181942B (xx)
IE (1) IE45496B1 (xx)
IL (1) IL51958A (xx)
IT (1) IT1073208B (xx)
LU (1) LU77183A1 (xx)
MX (1) MX5299E (xx)
MY (1) MY8500509A (xx)
NL (1) NL180934C (xx)
NO (1) NO149104C (xx)
NZ (1) NZ183938A (xx)
OA (1) OA05636A (xx)
PL (2) PL117200B1 (xx)
PT (1) PT66468B (xx)
SE (2) SE446629B (xx)
SG (2) SG23284G (xx)
SU (1) SU990082A3 (xx)
TR (1) TR19049A (xx)
YU (1) YU40297B (xx)
ZA (1) ZA772474B (xx)

Families Citing this family (41)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2326077C2 (de) * 1972-05-25 1985-12-12 National Research Development Corp., London Ungesättigte Cyclopropancarbonsäuren und deren Derivate, deren Herstellung und diese enthaltende Insektizide
GB1599876A (en) * 1977-06-13 1981-10-07 Shell Int Research Conversion of a stereoisomer into its diastereoisomer
CH635563A5 (fr) * 1977-07-07 1983-04-15 Sumitomo Chemical Co Procede pour la preparation d'un alpha-cyano-3-phenoxybenzyle optiquement actif.
FR2402411A1 (fr) * 1977-09-08 1979-04-06 Roussel Uclaf Application comme pesticide, dans la lutte contre les acariens et contre les nematodes parasites des vegetaux, d'esters d'acides cyclopropane carboxyliques a chaine dihalovinylique et les compositions acaricides et nematicides les renfermant
CA1215717A (en) * 1977-09-26 1986-12-23 Samuel B. Soloway Process for converting a stereoisomeric ester into its diastereoisomer
JPS54103831A (en) * 1978-01-27 1979-08-15 Sumitomo Chem Co Ltd Separation of stereoisomers of higher active cyanoo33 phenoxybenzyl 22*44chlorophenyl**isovalerate
ZA7911B (en) * 1978-01-31 1980-01-30 Roussel Uclaf Optically-active substituted benzyl alcohol and process for preparing it
FR2419939A1 (fr) * 1978-03-17 1979-10-12 Roussel Uclaf Procede de preparation d'un ether d'alcool a-cyane optiquement actif
FR2428029A1 (fr) * 1978-06-06 1980-01-04 Roussel Uclaf Esters d'acides cyclopropane carboxyliques substitues d'alcool a-cyane, leur procede de preparation et les compositions insecticides ou nematicides les renfermant
FR2447899A2 (fr) * 1979-02-05 1980-08-29 Roussel Uclaf Alcool benzylique substitue optiquement actif et son procede de preparation
JPS55104249A (en) * 1979-02-05 1980-08-09 Sumitomo Chem Co Ltd Optically active carboxylic ester its preparation, and insecticide, and acaricide comprising it
JPS55104253A (en) * 1979-02-06 1980-08-09 Sumitomo Chem Co Ltd Stereoisomer of more active carboxylic ester, method of obtaining it, insecticide and acaricide comprising it
US4308279A (en) * 1979-06-06 1981-12-29 Fmc Corporation Crystalline, insecticidal pyrethroid
US4261921A (en) * 1979-06-06 1981-04-14 Fmc Corporation Process for preparation of a crystalline insecticidal pyrethroid enantiomer pair
FR2458542A1 (fr) * 1979-06-12 1981-01-02 Roussel Uclaf Procede de preparation d'alcools a-cyanes optiquement actifs
FR2471187A1 (fr) * 1979-12-10 1981-06-19 Roussel Uclaf Nouvelles compositions destinees a la lutte contre les parasites des animaux a sang chaud
DE2928406A1 (de) * 1979-07-13 1981-01-29 Bayer Ag Neue menthylester, verfahren zu ihrer herstellung und ihre verwendung zur enantiomerentrennung chiraler carbonsaeuren
JPS5657756A (en) * 1979-10-15 1981-05-20 Sumitomo Chem Co Ltd Preparation of more highly active carboxylic ester
CA1150301A (en) * 1979-11-27 1983-07-19 Michael J. Bull Cyclopropane carboxylic acid ester derivatives
FR2470602A1 (fr) * 1979-12-04 1981-06-12 Roussel Uclaf A titre de produit destine a la lutte contre les acariens parasites des animaux, le 1r, cis 2,2-dimethyl 3-(2,2-dichlorovinyl) cyclopropane-1-carboxylate de (s) a-cyano 3-phenoxy benzyle
JPS56133253A (en) * 1980-03-24 1981-10-19 Sumitomo Chem Co Ltd Optical isomer of cyanohydrin ester, its production and insecticide and acaricide containing the same as effective ingredient
US4260633A (en) * 1980-04-21 1981-04-07 Zoecon Corporation Pesticidal esters of amino acids
CA1150730A (en) * 1980-04-23 1983-07-26 Michael J. Bull Process for preparing cyclopropane carboxylic acid ester derivatives
CA1162560A (en) 1980-04-23 1984-02-21 Ronald F. Mason Process for preparing cyclopropane carboxylic acid ester derivatives
JPS5793948A (en) * 1980-12-02 1982-06-11 Sumitomo Chem Co Ltd Preparation of stereoisomer mixture of higher active phenylacetic ester derivative
USRE32289E (en) * 1982-04-26 1986-11-18 Phillips Petroleum Company Cyanohydrocarbylated alkoxylates and glycerides
US4455255A (en) * 1982-04-26 1984-06-19 Phillips Petroleum Company Cyanohydrocarbylated alkoxylates and glycerides
DE3372480D1 (en) * 1982-10-18 1987-08-20 Ici Plc Insecticidal product and preparation thereof
EP0291626A3 (en) 1982-11-22 1989-05-31 E.I. Du Pont De Nemours And Company Process for the preparation of optically-active cyanomethyl esters
DE3401483A1 (de) * 1984-01-18 1985-07-25 Bayer Ag, 5090 Leverkusen Verfahren zur herstellung bestimmter enantiomerenpaare von permethrinsaeure-(alpha)-cyano-3-phenoxy-4-fluor-benzyl-ester
GB8418331D0 (en) * 1984-07-18 1984-08-22 Ici Plc Insecticidal ester
GB8422872D0 (en) * 1984-09-11 1984-10-17 Ici Plc Insecticidal product
HU198373B (en) * 1986-01-08 1989-10-30 Chinoin Gyogyszer Es Vegyeszet Artropodicide composition containing trans-cipermetrin isomeres and process for producing the active components
CA1275108A (en) * 1985-01-16 1990-10-09 Laszlo Pap Insecticidal composition comprising more than one active ingredients
DE3522629A1 (de) * 1985-06-25 1987-01-08 Bayer Ag Verfahren zur herstellung bestimmter enantiomerenpaare von permethrinsaeure-(alpha)-cyano-3-phenoxy-4-fluor-benzyl -ester
GB2187385A (en) * 1986-03-07 1987-09-09 Shell Int Research Method of combatting colorado beetles using chemical compounds and compositions containing the chemical compounds
US5164411A (en) * 1991-01-25 1992-11-17 Fmc Corporation Pyrethroid compositions
GB9127355D0 (en) * 1991-12-24 1992-02-19 Ici Plc Isomerisation process
JPH0660372U (ja) * 1993-01-29 1994-08-23 株式会社釣研 うき止め体
JP3139693B2 (ja) * 1993-02-18 2001-03-05 横河電機株式会社 入出力ユニット
GB0229803D0 (en) 2002-12-20 2003-01-29 Syngenta Ltd Chemical process

Family Cites Families (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3046299A (en) * 1958-07-28 1962-07-24 Rhone Poulenc Sa Process for the preparation of cyclopropane-carboxylic acids of transform
FR2036088A5 (xx) * 1969-03-04 1970-12-24 Roussel Uclaf
JPS515450B1 (xx) * 1971-06-29 1976-02-20
US3906026A (en) * 1972-05-16 1975-09-16 Sumitomo Chemical Co Process for preparing alkyl trans-chrysanthemate
US4024163A (en) * 1972-05-25 1977-05-17 National Research Development Corporation Insecticides
DE2326077C2 (de) * 1972-05-25 1985-12-12 National Research Development Corp., London Ungesättigte Cyclopropancarbonsäuren und deren Derivate, deren Herstellung und diese enthaltende Insektizide
CH608941A5 (en) 1973-08-15 1979-02-15 Nat Res Dev Use of a synthetic pyrethroid as insecticide
JPS5813522B2 (ja) * 1974-10-24 1983-03-14 住友化学工業株式会社 新しいシクロプロパンカルボン酸エステルを含有する殺虫、殺ダニ剤

Also Published As

Publication number Publication date
GT197957492A (es) 1980-10-11
LU77183A1 (xx) 1977-11-22
JPS612642B2 (xx) 1986-01-27
DK171573B1 (da) 1997-01-20
SU990082A3 (ru) 1983-01-15
IL51958A (en) 1983-02-23
CH620889A5 (xx) 1980-12-31
MY8500509A (en) 1985-12-31
DE2718039A1 (de) 1977-11-17
SE8204715D0 (sv) 1982-08-16
YU104777A (en) 1983-04-30
HK51884A (en) 1984-06-22
NO149104C (no) 1984-02-15
CA1130311A (fr) 1982-08-24
PT66468A (fr) 1977-05-01
NZ183938A (en) 1979-10-25
FR2375161A1 (fr) 1978-07-21
DK177077A (da) 1977-10-24
BE853867A (fr) 1977-10-24
NO771244L (no) 1977-10-25
GR63104B (en) 1979-09-05
IE45496B1 (en) 1982-09-08
HK51984A (en) 1984-06-22
YU40297B (en) 1985-12-31
HRP931394B1 (en) 1996-04-30
DK170732B1 (da) 1995-12-27
SE446629B (sv) 1986-09-29
PT66468B (fr) 1979-03-09
NO149104B (no) 1983-11-07
AR228557A1 (es) 1983-03-30
PL113207B1 (en) 1980-11-29
NL7704521A (nl) 1977-10-25
HU181942B (en) 1983-11-28
ATA289677A (de) 1980-07-15
CS214851B2 (en) 1982-06-25
AT364675B (de) 1981-11-10
PL117200B1 (en) 1981-07-31
US4133826A (en) 1979-01-09
ES458112A1 (es) 1978-03-16
AT360970B (de) 1981-02-10
ZA772474B (en) 1978-06-28
ATA929178A (de) 1981-04-15
FR2375161B1 (xx) 1979-04-13
DK317589D0 (da) 1989-06-27
IE45496L (en) 1977-10-23
US4136195A (en) 1979-01-23
OA05636A (fr) 1981-04-30
TR19049A (tr) 1978-04-12
JPS6127385B2 (xx) 1986-06-25
NL180934C (nl) 1987-05-18
AU512155B2 (en) 1980-09-25
NL180934B (nl) 1986-12-16
SE449359B (sv) 1987-04-27
GB1582596A (en) 1981-01-14
BR7702576A (pt) 1977-11-29
DK317589A (da) 1989-06-27
AU2459577A (en) 1978-11-02
DE2718039C2 (de) 1985-02-28
JPS52148040A (en) 1977-12-08
IT1073208B (it) 1985-04-13
SE7704518L (sv) 1977-10-24
SE8204715L (sv) 1982-08-16
GB1582595A (en) 1981-01-14
PL197553A1 (pl) 1978-01-02
SG23184G (en) 1985-01-04
MX5299E (es) 1983-06-13
JPS52131559A (en) 1977-11-04
SG23284G (en) 1985-01-04

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