GB1270270A - Cyclopropane derivatives - Google Patents

Cyclopropane derivatives

Info

Publication number
GB1270270A
GB1270270A GB35376/69A GB3537669A GB1270270A GB 1270270 A GB1270270 A GB 1270270A GB 35376/69 A GB35376/69 A GB 35376/69A GB 3537669 A GB3537669 A GB 3537669A GB 1270270 A GB1270270 A GB 1270270A
Authority
GB
United Kingdom
Prior art keywords
alkoxycarbonyl
cyclopropane
alkyl
compound
basic conditions
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
Application number
GB35376/69A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Sanofi Aventis France
Original Assignee
Roussel Uclaf SA
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
Application filed by Roussel Uclaf SA filed Critical Roussel Uclaf SA
Publication of GB1270270A publication Critical patent/GB1270270A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D307/00Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/77Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D307/93Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems condensed with a ring other than six-membered
    • 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
    • A47FURNITURE; DOMESTIC ARTICLES OR APPLIANCES; COFFEE MILLS; SPICE MILLS; SUCTION CLEANERS IN GENERAL
    • A47FSPECIAL FURNITURE, FITTINGS, OR ACCESSORIES FOR SHOPS, STOREHOUSES, BARS, RESTAURANTS OR THE LIKE; PAYING COUNTERS
    • A47F5/00Show stands, hangers, or shelves characterised by their constructional features
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00Preparation of carboxylic acids or their salts, halides or anhydrides
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C61/00Compounds having carboxyl groups bound to carbon atoms of rings other than six-membered aromatic rings
    • C07C61/16Unsaturated compounds
    • C07C61/35Unsaturated compounds having unsaturation outside the rings

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Pest Control & Pesticides (AREA)
  • Agronomy & Crop Science (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Plant Pathology (AREA)
  • Health & Medical Sciences (AREA)
  • Dentistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

1,270,270. Cyclopropane derivatives. ROUSSEL UCLAF. 14 July, 1969 [12 July, 1968], No. 35376/69. Heading C2C. Compounds of the formula where R and Z are H, alkyl, aralkyl, aryl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl or a heterocyclic radical (which may be substituted by alkyl or alkoxy of 1-6 carbon atoms) or a cyano, acyl, formyl, alkoxycarbonyl or nitro group, or R 1 and Z together with the carbon atom to which they are attached form a saturated or unsaturated heterocyclic or homocyclic ring - (which may be substituted by alkyl or alkoxy of 1-6 carbon atoms and/or an oxo group) or a polycyclic aromatic residue, the CO 2 H being in the cis configuration relative to the group, are prepared by reacting under basic conditions a compound of the formula with a compound which under basic conditions is able to exist as an ylide of partial general formula in which R 1 and Z are as defined, or with a compound which under basic conditions exists as a carbanion of partial general formula in which R 1 is as defined and Z is vinyl, phenyl, cyano, acyl, formyl, alkoxycarbonyl or nitro. The compounds produced can be converted into salts. The invention further comprises optically active cis-3,3-dimethyl-2-(2<SP>1</SP>-alkoxycarbonyl - trans - 1<SP>1</SP> - propenyl) - cyclopropane- 1 - carboxylic acids and the cis-(1S,2R)-3,3- dimethyl - 2 - (2<SP>1</SP> - methoxycarbonyl - trans- 1<SP>1</SP> - propenyl) - cyclopropane - 1 - carboxylic acid salt of dextro-rotatory α-phenylethylamine.
GB35376/69A 1968-07-12 1969-07-14 Cyclopropane derivatives Expired GB1270270A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR159066 1968-07-12

Publications (1)

Publication Number Publication Date
GB1270270A true GB1270270A (en) 1972-04-12

Family

ID=8652511

Family Applications (1)

Application Number Title Priority Date Filing Date
GB35376/69A Expired GB1270270A (en) 1968-07-12 1969-07-14 Cyclopropane derivatives

Country Status (10)

Country Link
AT (1) AT311934B (en)
BE (1) BE735932A (en)
CH (1) CH518899A (en)
DD (1) DD112121A5 (en)
DE (2) DE1935320C3 (en)
DK (1) DK124473B (en)
FR (1) FR1580474A (en)
GB (1) GB1270270A (en)
IL (1) IL32567A (en)
SE (1) SE361660B (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4306077A (en) 1978-10-27 1981-12-15 Imperial Chemical Industries Limited Process for separating cis and trans isomers of cyclopropane carboxylic acids
US4683089A (en) * 1978-10-27 1987-07-28 Imperial Chemical Industries Limited Cyclopropane carboxylic acid derivatives

Families Citing this family (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5231865B2 (en) * 1971-08-16 1977-08-17
DE2326077C2 (en) * 1972-05-25 1985-12-12 National Research Development Corp., London Unsaturated cyclopropanecarboxylic acids and their derivatives, their preparation and insecticides containing them
US4157397A (en) * 1976-08-27 1979-06-05 Fmc Corporation Insecticidal (β-phenylvinyl)cyclopropanecarboxylates
US4160842A (en) * 1976-08-27 1979-07-10 Fmc Corporation Insecticidal [β-(substituted-phenyl)vinyl]cyclopropanecarboxylates
ZA7911B (en) * 1978-01-31 1980-01-30 Roussel Uclaf Optically-active substituted benzyl alcohol and process for preparing it
FR2423488A1 (en) * 1978-03-17 1979-11-16 Roussel Uclaf NEW ETHERS WHOSE ORGANIC REMAINS CONTAIN CHIRAL ATOMS, THEIR PROCESS FOR PREPARATION AND THEIR APPLICATION TO THE DOUBLING OF ALCOHOLS, PHENOLS OR CERTAIN COMPOUNDS OF LACTONIC STRUCTURE
FR2426673A1 (en) * 1978-05-25 1979-12-21 Nat Res Dev PYRETHRINE TYPE PESTICIDES
DE2916358A1 (en) 1979-04-23 1980-11-06 Bayer Ag SUBSTITUTED STYRYLCYCLOPROPANCARBONIC ACID ESTERS, PROCESS FOR THEIR PRODUCTION AND THEIR USE AS INSECTICIDES AND ACARICIDES
FR2683525B1 (en) * 1991-11-08 1994-01-21 Roussel Uclaf NEW PROCESS FOR THE PREPARATION OF LACTONE FROM ACID 1R, CIS 2,2-DIMETHYL 3-FORMYL CYCLOPROPANE-1-CARBOXYLIQUE AND INTERMEDIATES.
FR2683526B1 (en) * 1991-11-08 1994-01-21 Roussel Uclaf NEW PROCESS FOR THE PREPARATION OF LACTONE FROM ACID 1R, CIS 2,2-DIMETHYL 3-FORMYL CYCLOPROPANE-1-CARBOXYLIC AND HALOGEN INTERMEDIATES.
GB9808619D0 (en) 1998-04-22 1998-06-24 Zeneca Ltd Chemical process

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4306077A (en) 1978-10-27 1981-12-15 Imperial Chemical Industries Limited Process for separating cis and trans isomers of cyclopropane carboxylic acids
US4683089A (en) * 1978-10-27 1987-07-28 Imperial Chemical Industries Limited Cyclopropane carboxylic acid derivatives

Also Published As

Publication number Publication date
BE735932A (en) 1970-01-12
IL32567A0 (en) 1969-09-25
DE1935320A1 (en) 1970-01-15
IL32567A (en) 1976-06-30
DD112121A5 (en) 1975-03-20
DE1935320C3 (en) 1975-10-09
DK124473B (en) 1972-10-23
DE1966839C3 (en) 1979-10-25
DE1935320B2 (en) 1975-01-16
FR1580474A (en) 1969-09-05
DE1966839A1 (en) 1974-07-25
CH518899A (en) 1972-02-15
AT311934B (en) 1973-12-10
DE1966839B2 (en) 1979-03-01
SE361660B (en) 1973-11-12

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