ES383503A1 - 1,1,1-trichloro-2-amido-2-amino-ethanes - Google Patents

1,1,1-trichloro-2-amido-2-amino-ethanes

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Publication number
ES383503A1
ES383503A1 ES383503A ES383503A ES383503A1 ES 383503 A1 ES383503 A1 ES 383503A1 ES 383503 A ES383503 A ES 383503A ES 383503 A ES383503 A ES 383503A ES 383503 A1 ES383503 A1 ES 383503A1
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Spain
Prior art keywords
carbon atoms
radical
hydrogen
see formula
alcohol
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Expired
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ES383503A
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Spanish (es)
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CH Boehringer Sohn AG and Co KG
Original Assignee
CH Boehringer Sohn AG and Co KG
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Application filed by CH Boehringer Sohn AG and Co KG filed Critical CH Boehringer Sohn AG and Co KG
Publication of ES383503A1 publication Critical patent/ES383503A1/en
Expired legal-status Critical Current

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    • 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
    • C07D213/72Nitrogen atoms
    • C07D213/74Amino or imino radicals substituted by hydrocarbon or substituted hydrocarbon radicals
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C255/00Carboxylic acid nitriles
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D203/00Heterocyclic compounds containing three-membered rings with one nitrogen atom as the only ring hetero atom
    • C07D203/04Heterocyclic compounds containing three-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings
    • C07D203/06Heterocyclic compounds containing three-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
    • C07D203/08Heterocyclic compounds containing three-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring nitrogen atom
    • C07D203/12Radicals substituted by nitrogen atoms not forming part of a nitro radical
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D217/00Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems
    • C07D217/02Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems with only hydrogen atoms or radicals containing only carbon and hydrogen atoms, directly attached to carbon atoms of the nitrogen-containing ring; Alkylene-bis-isoquinolines
    • C07D217/04Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems with only hydrogen atoms or radicals containing only carbon and hydrogen atoms, directly attached to carbon atoms of the nitrogen-containing ring; Alkylene-bis-isoquinolines with hydrocarbon or substituted hydrocarbon radicals attached to the ring nitrogen atom
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D231/00Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
    • C07D231/02Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
    • C07D231/10Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D231/12Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D233/00Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
    • C07D233/04Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
    • C07D233/06Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, directly attached to ring carbon atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D233/00Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
    • C07D233/04Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
    • C07D233/06Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, directly attached to ring carbon atoms
    • C07D233/08Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, directly attached to ring carbon atoms with alkyl radicals, containing more than four carbon atoms, directly attached to ring carbon atoms
    • C07D233/12Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, directly attached to ring carbon atoms with alkyl radicals, containing more than four carbon atoms, directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
    • C07D233/16Radicals substituted by nitrogen atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D233/00Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
    • C07D233/54Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
    • C07D233/56Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D233/00Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
    • C07D233/54Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
    • C07D233/66Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two 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
    • C07D233/91Nitro radicals
    • C07D233/92Nitro radicals attached in position 4 or 5
    • C07D233/95Nitro radicals attached in position 4 or 5 with hydrocarbon radicals, substituted by nitrogen atoms, attached to other ring members
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D249/00Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
    • C07D249/02Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
    • C07D249/081,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D249/00Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
    • C07D249/16Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms condensed with carbocyclic rings or ring systems
    • C07D249/18Benzotriazoles
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D295/00Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
    • C07D295/04Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
    • C07D295/12Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly or doubly bound nitrogen atoms
    • C07D295/125Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly or doubly bound nitrogen atoms with the ring nitrogen atoms and the substituent nitrogen atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings
    • C07D295/13Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly or doubly bound nitrogen atoms with the ring nitrogen atoms and the substituent nitrogen atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings to an acyclic saturated chain
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D295/00Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
    • C07D295/16Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms acylated on ring nitrogen atoms
    • C07D295/20Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms acylated on ring nitrogen atoms by radicals derived from carbonic acid, or sulfur or nitrogen analogues thereof
    • C07D295/215Radicals derived from nitrogen analogues of carbonic acid
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D295/00Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
    • C07D295/22Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with hetero atoms directly attached to ring nitrogen atoms
    • C07D295/28Nitrogen atoms
    • C07D295/30Nitrogen atoms non-acylated

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Communicable Diseases (AREA)
  • Animal Behavior & Ethology (AREA)
  • Oncology (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Pyridine Compounds (AREA)

Abstract

Procedure for the preparation of 1,1,1-trichloroethane derivatives of the formula **(See formula)** wherein the R1 and R2 substituents mean the following: R1: hydrogen; alcohol radicals with 1 to 17 carbon atoms that can be substituted by 1 to 3 halogen atoms; alkenyl radicals with 1 to 17 carbon atoms; a methoxy or ethoxy radical: a phenyl radical; a 2,4-dichlorophenoxymethyl radical; alpha- (2,4-dichlorophenoxy) -ethyl; R2: a disubstituted amino group with the following constitution: **(See formula)** R3: alcoholic; cyclohexyl; 2-propynyl; 1-methyl-2-propynyl; 2-cyannetyl; R4: an alcohol radical with 1 to 4 carbon atoms; allyl; 2-Cianetyl: **(See formula)** R6: an alekohyl radical with 1 to 4 carbon atoms, optionally substituted by a hydroxy or cyano group; allyl; 2-propynyl; benzyl, a cyano group; R7: hydrogen; halogen; thiocian; an alcohol radical with 1 to 4 carbon atoms; an alkoxy radical with 1 to 4 carbon atoms; an alcoholyl radical with 1 to 4 carbon atoms; an alcohol-sulfoxide radical with 1 to 4 carbon atoms; an alkylsulfonyl radical with 1 to 4 carbon atoms; COOR10; R8: hydrogen; halogen; an alcohol radical with 1 to 4 carbon atoms; an alkoxy radical with 1 to 4 carbon atoms; R9: hydrogen; an alcohol radical with 1 to 4 carbon atoms; halogen; R10: hydrogen; an alcohol radical with 1 to 4 carbon atoms. c) (see formula) (in which n is equal to 2, 4 or 6) **(See formula)** R11: methyl or phenyl; **(See formula)** R12: hydrogen; an alcohol radical with 1 to 3 carbon atoms; nitro, benzyl group; phenyl; halogen; R13: hydrogen; an alcohol radical with 1 to 3 carbon atoms; phenyl **(See formula)** R14, R15, R16: hydrogen; alcohol radicals with 1 to 3 carbon atoms (same or different) **(See formula)** R17: hydrogen; an alcohol radical with 1 to 17 carbon atoms; **(See formula)** R18: hydrogen; (see formula); **(See formula)** Methyl; -NOT; -CN; (see formula); 2-hydroxyethyl; **(See formula)** R19: hydrogen; chlorine; R20: hydrogen; an equivalent of a sodium, potassium, ammonium, zinc, copper (II), manganese (II) cation; R21: hydrogen; an alcohol radical with 1 to 10 carbon atoms (optionally substituted by 1 to 3 halogen atoms); an alkenyl radical with 2 to 3 carbon atoms; phenyl; 2,4-dichlorophenoxymethyl; R22: hydrogen; an alcohol radical with 1 to 12 carbon atoms (optionally substituted by 1 to 3 halogen or methoxy atoms); cyclohexyl; **(See formula)** allyl; phenyl; R23: hydrogen; benzyl; phenyl (optionally substituted by 1 to 2 halogen atoms); allyl; an alcohol radical with 1 to 4 carbon atoms; R24: hydrogen; methyl; ethyl; R25: methyl or ethyl; R26: methyl or ethyl **(See formula)** as well as optionally the salts of the compounds of the formula I, characterized in that: a compound of the formula is reacted **(See formula)** wherein R27 stands for an easily separable radical in the anion form, preferably a chlorine or bromine atom, with a secondary amine of the formula R2-H, **(See formula)** and if desired, the compounds obtained at the beginning are transformed into their salts. (Machine-translation by Google Translate, not legally binding)
ES383503A 1969-09-11 1970-09-09 1,1,1-trichloro-2-amido-2-amino-ethanes Expired ES383503A1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE19691946112 DE1946112A1 (en) 1969-09-11 1969-09-11 1,1,1-trichloroethane derivatives

Publications (1)

Publication Number Publication Date
ES383503A1 true ES383503A1 (en) 1973-04-16

Family

ID=5745251

Family Applications (2)

Application Number Title Priority Date Filing Date
ES383503A Expired ES383503A1 (en) 1969-09-11 1970-09-09 1,1,1-trichloro-2-amido-2-amino-ethanes
ES396134A Expired ES396134A1 (en) 1969-09-11 1971-10-19 1,1,1-trichloro-2-amido-2-amino-ethanes

Family Applications After (1)

Application Number Title Priority Date Filing Date
ES396134A Expired ES396134A1 (en) 1969-09-11 1971-10-19 1,1,1-trichloro-2-amido-2-amino-ethanes

Country Status (18)

Country Link
US (1) US3707477A (en)
JP (1) JPS5224003B1 (en)
AT (3) AT303053B (en)
BE (1) BE756062A (en)
CH (1) CH545588A (en)
CS (2) CS173596B2 (en)
DE (1) DE1946112A1 (en)
ES (2) ES383503A1 (en)
FR (1) FR2061304A5 (en)
GB (1) GB1319479A (en)
IL (1) IL35271A (en)
IT (1) IT996012B (en)
NL (1) NL7013381A (en)
PL (2) PL84078B1 (en)
RO (2) RO67862A (en)
SE (1) SE391921B (en)
YU (1) YU35584B (en)
ZA (1) ZA706167B (en)

Families Citing this family (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3846430A (en) * 1968-01-12 1974-11-05 Bruneau & Cie Lab 1-(2-methoxy-phenyl)-4-{8 2-(4-fluoro-benzamido)-ethyl{9 -piperazine
US3878223A (en) * 1973-03-12 1975-04-15 Abbott Lab N-Substituted acrylamides
SE7500769L (en) * 1974-02-19 1975-08-20 Ciba Geigy Ag
DE2439610C2 (en) * 1974-08-19 1986-01-23 Výskumný ústav agrochemickej technologie, Bratislava-Predmestie Fungicides based on N- (1-formamido-2.2.2-trichloroethyl) -morpholine
AT352119B (en) * 1975-07-29 1979-09-10 Celamerck Gmbh & Co Kg PROCESS FOR PRODUCING NEW IMIDAZOL OR. TRIAZOLE DERIVATIVES
US4146646A (en) * 1976-02-12 1979-03-27 Fisons Limited Bis-amide fungicidal compounds
JPS52106836A (en) * 1976-03-02 1977-09-07 Kureha Chem Ind Co Ltd N-trichloroacetyl-n#-chlorobenzoylhydrazine derivatives and germicide s for agriculture and horticulture containing thereof
FR2399408A1 (en) * 1977-08-03 1979-03-02 Ugine Kuhlmann DICHLOROACETAMIDE AND TRICHLOROACETAMIDE DERIVATIVES HERBICIDE ANTIDOTES
JPS5859975A (en) * 1981-10-06 1983-04-09 Kureha Chem Ind Co Ltd N-(1-triazol-(1)-yl-2,2,2-trichloroethyl)-substituted amide derivative and controlling agent against powdery mildew containing said derivative
PT77219B (en) * 1982-08-24 1986-02-04 May & Baker Ltd PROCESS FOR THE PREPARATION OF BENZAMIDE DERIVATIVES
US4452626A (en) * 1982-09-20 1984-06-05 Shell Oil Company Herbicidal 4-(benzotriazol-1-yl)phenoxy)alkanoic acids, esters and salts
WO2003004476A1 (en) * 2001-07-02 2003-01-16 Ciba Specialty Chemicals Holding Inc. Aminoalkyl-substituted benzotriazoles and triazoles as metal deactivators
WO2010019646A1 (en) * 2008-08-12 2010-02-18 Allergan, Inc. Sphingosine-1-phosphate (s1p) receptor antagonists and methods for use thereof

Also Published As

Publication number Publication date
CS173596B2 (en) 1977-02-28
AT302331B (en) 1972-10-10
ZA706167B (en) 1971-05-27
AT303053B (en) 1972-11-10
IT996012B (en) 1975-12-10
ES396134A1 (en) 1974-04-16
GB1319479A (en) 1973-06-06
PL91966B1 (en) 1977-03-31
IL35271A0 (en) 1970-11-30
YU226470A (en) 1980-10-31
IL35271A (en) 1974-11-29
US3707477A (en) 1972-12-26
DE1946112A1 (en) 1971-03-18
JPS5224003B1 (en) 1977-06-28
PL84078B1 (en) 1976-02-28
AT312362B (en) 1973-12-27
NL7013381A (en) 1971-03-15
RO67862A (en) 1979-01-15
CH545588A (en) 1974-02-15
FR2061304A5 (en) 1971-06-18
YU35584B (en) 1981-04-30
BE756062A (en) 1971-03-11
SE391921B (en) 1977-03-07
CS173572B2 (en) 1977-02-28
RO73179A (en) 1982-10-11

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