GB1439813A - Hydrazine derivatives and their use as herbicides - Google Patents
Hydrazine derivatives and their use as herbicidesInfo
- 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
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.
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)
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)
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 |
-
1973
- 1973-08-23 IT IT2813273A patent/IT1048138B/en active
- 1973-08-23 GB GB3994473A patent/GB1439813A/en not_active Expired
- 1973-08-23 FR FR7330598A patent/FR2199535B1/fr not_active Expired
- 1973-08-23 ES ES418125A patent/ES418125A1/en not_active Expired
- 1973-08-23 DE DE19732342688 patent/DE2342688A1/en active Pending
- 1973-08-23 CH CH1215273A patent/CH581432A5/xx not_active IP Right Cessation
- 1973-08-23 JP JP9392273A patent/JPS4985237A/ja active Pending
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 |