GB1439813A - Hydrazine derivatives and their use as herbicides - Google Patents

Hydrazine derivatives and their use as herbicides

Info

Publication number
GB1439813A
GB1439813A GB3994473A GB3994473A GB1439813A GB 1439813 A GB1439813 A GB 1439813A GB 3994473 A GB3994473 A GB 3994473A GB 3994473 A GB3994473 A GB 3994473A GB 1439813 A GB1439813 A GB 1439813A
Authority
GB
United Kingdom
Prior art keywords
group
alkyl
formula
hydrogen atom
reacting
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
GB3994473A
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.)
Shell Internationale Research Maatschappij BV
Original Assignee
Shell Internationale Research Maatschappij BV
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 Shell Internationale Research Maatschappij BV filed Critical Shell Internationale Research Maatschappij BV
Publication of GB1439813A publication Critical patent/GB1439813A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/30—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members
    • C07D207/32—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two 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
    • C07D207/325—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two 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 with substituted hydrocarbon radicals directly attached to the ring nitrogen atom
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D295/00—Heterocyclic 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
    • C07D295/16—Heterocyclic 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
    • C07D295/20—Heterocyclic 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
    • C07D295/215—Radicals derived from nitrogen analogues of carbonic acid
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
    • C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D307/56—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or 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
    • C07D307/70—Nitro radicals
    • C07D307/71—Nitro radicals attached in position 5
    • C07D307/72—Nitro radicals attached in position 5 with hydrocarbon radicals, substituted by nitrogen-containing radicals, attached in position 2
    • C07D307/74—Nitro radicals attached in position 5 with hydrocarbon radicals, substituted by nitrogen-containing radicals, attached in position 2 by hydrazino or hydrazono or such substituted radicals
    • C07D307/76—Nitro radicals attached in position 5 with hydrocarbon radicals, substituted by nitrogen-containing radicals, attached in position 2 by hydrazino or hydrazono or such substituted radicals having carbonic acyl radicals or their thio or nitrogen analogues directly attached to the hydrazino or hydrazono radical, e.g. semicarbazides
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
    • C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
    • C07D333/06—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring carbon atoms
    • C07D333/22—Radicals substituted by doubly bound hetero atoms, or by two hetero atoms other than halogen singly bound to the same carbon atom

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Heterocyclic Compounds Containing Sulfur Atoms (AREA)

Abstract

1439813 Hydrazine derivatives SHELL INTERNATIONALE RESEARCH MAATSCHAPPIJ BV 23 Aug 1973 [25 Aug 1972 (2)] 39944/73 Heading C2C The invention comprises compounds of the Formula I wherein R<SP>1</SP> and R<SP>2</SP> each individually represent a hydrogen atom or an alkyl or alkoxy group, or R<SP>1</SP> and R<SP>2</SP> together form an alkylene bridge optionally interrupted by one or more oxygen or sulphur atoms; Q represents one of the following groups in which R<SP>3</SP> represents a hydrogen atom, an alkyl group, or an acyl group R<SP>4</SP>-CO-, R<SP>4</SP> representing a hydrogen atom, an alkyl, haloalkyl, alkenyl, cycloalkyl group or an amino, monoalkylamino or dialkylamino group; R<SP>5</SP> and R<SP>6</SP> each individually represent a hydrogen atom or an alkyl or haloalkyl group, an aryl group optionally substituted by one or more halogen or trifluoromethyl groups, a heteroaromatic group, or R<SP>5</SP> and R<SP>6</SP> together represent an alkylene bridge, or when R<SP>5</SP> is a hydrogen atom R<SP>6</SP> may be a dialkylamino group; X represents an -SF 5 , -SO 2 NR<SP>7</SP>R<SP>8</SP> or -Y p -alkyl group the alkyl portion of which may be substituted with one or more halogen atoms; R<SP>7</SP> and R<SP>8</SP> each individually represent a hydrogen atom or an alkyl or alkoxy group; Y is an oxygen or sulphur atom or a sulphinyl or sulphonyl group; p is 0 or 1; q is 0 or 1; m is 1 to 5 and HA is an organic or inorganic acid. The compounds of -Formula I (i) wherein Q is -N=CR<SP>5</SP>R<SP>6</SP> may be prepared by reacting an N-(benzylideneamino)carbaniline acid chloride of formula with a compound of formula (ii) wherein Q is -N=CR<SP>6</SP>R<SP>6</SP>, R<SP>1</SP> is alkyl and R<SP>3</SP> is hydrogen by reacting a phenylhydrazone of Formula II with an alkyl isocyanate, (iii) wherein Q is -N=CR<SP>5</SP>R<SP>6</SP> by reacting a phenylhydrazone of Formula II with a strong base in a non- aqueous solvent and subsequently treating the resulting mixture with a carbamoyl chloride of formula The compounds of Formula I are used as herbicides.
GB3994473A 1972-08-25 1973-08-23 Hydrazine derivatives and their use as herbicides Expired GB1439813A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US28368672A 1972-08-25 1972-08-25
US28368772A 1972-08-25 1972-08-25

Publications (1)

Publication Number Publication Date
GB1439813A true GB1439813A (en) 1976-06-16

Family

ID=26962179

Family Applications (1)

Application Number Title Priority Date Filing Date
GB3994473A Expired GB1439813A (en) 1972-08-25 1973-08-23 Hydrazine derivatives and their use as herbicides

Country Status (7)

Country Link
JP (1) JPS4985237A (en)
CH (1) CH581432A5 (en)
DE (1) DE2342688A1 (en)
ES (1) ES418125A1 (en)
FR (1) FR2199535B1 (en)
GB (1) GB1439813A (en)
IT (1) IT1048138B (en)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4358611A (en) 1978-01-09 1982-11-09 Shell Oil Company Preparation of 2-phenylsemicarbazides
EP0323590A3 (en) * 1987-12-24 1990-05-02 Ono Pharmaceutical Co., Ltd. Carbazoyl derivatives

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
NL7010689A (en) * 1970-07-18 1972-01-20 2-(3,4-dichlorophenyl)-4,4-dimethylsemicarbazide and its alkyl - derivs - selective herbicides

Also Published As

Publication number Publication date
FR2199535B1 (en) 1978-01-06
ES418125A1 (en) 1976-06-16
IT1048138B (en) 1980-11-20
JPS4985237A (en) 1974-08-15
DE2342688A1 (en) 1974-03-07
CH581432A5 (en) 1976-11-15
FR2199535A1 (en) 1974-04-12

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Legal Events

Date Code Title Description
PS Patent sealed
PCNP Patent ceased through non-payment of renewal fee