GB811861A - Improvements in or relating to thio-carbaminates, bisthio-carbaminates and bisdithio-carbaminates, methods of producing such substances and to compositions containing such substances for treating plants - Google Patents
Improvements in or relating to thio-carbaminates, bisthio-carbaminates and bisdithio-carbaminates, methods of producing such substances and to compositions containing such substances for treating plantsInfo
- Publication number
- GB811861A GB811861A GB9531/56A GB953156A GB811861A GB 811861 A GB811861 A GB 811861A GB 9531/56 A GB9531/56 A GB 9531/56A GB 953156 A GB953156 A GB 953156A GB 811861 A GB811861 A GB 811861A
- Authority
- GB
- United Kingdom
- Prior art keywords
- group
- atoms
- atom
- bis
- ring
- 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
- 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
- C07D295/21—Radicals derived from sulfur analogues of carbonic acid
Abstract
The invention comprises thiocarbaminates, bis-thiocarbaminates and bis-dithiocarbaminates of the formul : <FORM:0811861/IV (b)/1> and <FORM:0811861/IV (b)/2> in which R1 and R2 represent hydrogen and/or alkyl groups or form, together with the nitrogen atom, a ring of not more than 6 atoms, R3 represents a bivalent, if desired substituted, alkylene, aralkylene or arylene group, R5 represents a bivalent alkylene, aralkylene or arylene group or, together with the two nitrogen atoms and the two groups R2 forms a ring of not more than 6 atoms, or, together with one nitrogen atom and the group R2 attached to this atom, a ring of not more than 6 atoms, X represents an NH2 or substituted NH2 group, an OH group or an OH group in which the hydrogen atom is replaced by a cation, or an alkyl, aralkyl or aryl group, and Z represents an oxygen or sulphur atom. R1 and R2 are preferably C1-4 alkyl groups, particularly methyl ethyl or isopropyl groups; R3 and R5 are preferably phenylene or C1-4 alkylene groups, particularly methylene, ethylene, isopropylene, propylene or butylene groups; X is preferably an OH group or a C1-6 alkoxy group, particularly a methoxy or ethoxy group. Compounds of the first general formula and of the second general formula in which Z represents oxygen, are obtained by reacting a compound <FORM:0811861/IV (b)/3> where Me is a metal cation and Alk is an alkylene group, with a compound <FORM:0811861/IV (b)/4> or <FORM:0811861/IV (b)/5> respectively. Compounds of the second general formula in which Z represents sulphur are obtained by reacting a compound <FORM:0811861/IV (b)/6> wherein Me is a metal cation, with a compound <FORM:0811861/IV (b)/7> wherein Hlg is a halogen atom. The examples describe the preparation of di-sodium-S:S1-bis - (carboxymethyl) - ethylene bis - dithiocarbaminate and N:N - dimethylthiocarbamyl-glycolic acid. Reference is also made to products of the formul : <FORM:0811861/IV (b)/8> <FORM:0811861/IV (b)/9> <FORM:0811861/IV (b)/100> <FORM:0811861/IV (b)/111> to the corresponding free acids; to S:S1-bis-(carboxymethyl) - ethylene - bis - dithiocarbaminate; and to other salts and esters of such compounds. A starting material of the formula: <FORM:0811861/IV (b)/122> is prepared by adding chloroacetamide to the solution of the compound <FORM:0811861/IV (b)/133> obtained by reacting sodium glycolate with carbon disulphide and caustic potash.ALSO:Pesticidal and plant growth stimulating compositions comprise thiocarbaminates, bisthiocarbaminates and bis-dithio-carbaminates of the formulae <FORM:0811861/I/1> and <FORM:0811861/I/2> in which R1 and R2 represent hydrogen and/or alkyl groups or form, together with the nitrogen atom, a ring of not more than 6 atoms, R3 represents a bivalent, if desired substituted, alkylene, aralkylene or arylene group, R5 represents a bivalent alkylene, aralkylene or arylene group, or, together with the two nitrogen atoms and the two groups R2, forms a ring of not more than 6 atoms, or, together with one nitrogen atom and the group R2 attached to this atom, a ring of not more than 6 atoms, X represents an NH2 or substituted NH2 group, an OH group or an OH group in which the hydrogen atom is replaced by a cation (e.g. sodium) or an alkyl, aralkyl group, and Z represents an oxygen or sulphur atom, together with a liquid or solid inert carrier material, preferably water.ALSO:Pesticidal and plant growth stimulating compositions comprise thiocarbaminates, bis-thiocarbaminates and bis-dithio-carbaminates of the formul : <FORM:0811861/VI/1> and <FORM:0811861/VI/2> in which R1 and R2 represent hydrogen and/or alkyl groups or form, together with the nitrogen atom, a ring of not more than 6 atoms, R3 represents a bivalent, if desired substituted, alkylene, aralkylene or arylene group, R5 represents a bivalent alkylene, aralkylene or arylene group, or, together with the two nitrogen atoms and the two groups R2 forms a ring of not more than 6 atoms, or, together with one nitrogen atom and the group R2 attached to this atom, a ring of not more than 6 atoms, X represents an NH2 or substituted NH2 group, an OH group or an OH group in which the hydrogen atom is replaced by a cation (e.g. sodium) or an alkyl, aralkyl or aryl group, and Z represents an oxygen or sulphur atom, together with a liquid or solid inert carrier material, preferably water.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
NL811861X | 1955-03-30 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB811861A true GB811861A (en) | 1959-04-15 |
Family
ID=19838717
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB9531/56A Expired GB811861A (en) | 1955-03-30 | 1956-03-27 | Improvements in or relating to thio-carbaminates, bisthio-carbaminates and bisdithio-carbaminates, methods of producing such substances and to compositions containing such substances for treating plants |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB811861A (en) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1176796B (en) * | 1960-06-24 | 1964-08-27 | Monsanto Canada Ltd | Bacteriostatic agent |
DE1201008B (en) * | 1959-01-16 | 1965-09-16 | Monsanto Canada Ltd | Disinfectants |
CN102093304A (en) * | 2011-02-26 | 2011-06-15 | 西陇化工股份有限公司 | Preparation method of 3-R-2-sulfo-4-oxazolidinone |
-
1956
- 1956-03-27 GB GB9531/56A patent/GB811861A/en not_active Expired
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1201008B (en) * | 1959-01-16 | 1965-09-16 | Monsanto Canada Ltd | Disinfectants |
DE1176796B (en) * | 1960-06-24 | 1964-08-27 | Monsanto Canada Ltd | Bacteriostatic agent |
CN102093304A (en) * | 2011-02-26 | 2011-06-15 | 西陇化工股份有限公司 | Preparation method of 3-R-2-sulfo-4-oxazolidinone |
CN102093304B (en) * | 2011-02-26 | 2013-05-22 | 西陇化工股份有限公司 | Preparation method of 3-R-2-sulfo-4-oxazolidinone |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
MX3476E (en) | A PROCESS FOR THE PREPARATION OF ALPHA-4- (5-MONOSUBSTITUTED OR 3,5-DI SUBSTITUTED-PIRIDIL-2-OXI) ACIDES FENOXI ALCANCARBOXILICOS | |
MX3240E (en) | PROCEDURE FOR PREPARING 1 - ARIL - 2 - (1 - IMIDAZOL IL) ETHERS - ALKYL AND TIO ETHERS | |
ES250753A1 (en) | Process for the preparation of o,o-dialkyl-dithiophosphoryl-fatty acid compounds and pesticidal compositions containing the same | |
GB811861A (en) | Improvements in or relating to thio-carbaminates, bisthio-carbaminates and bisdithio-carbaminates, methods of producing such substances and to compositions containing such substances for treating plants | |
GB1033777A (en) | Bis-anilide derivatives | |
GB819742A (en) | Derivatives of dialkyldithiophosphoric acids with a double amide function in the molecule and disinfesting compositions prepared from said compounds | |
GB1029228A (en) | A method of preparing new quaternary ammonium salts with disinfectant activity | |
MX3057E (en) | PROCESS FOR THE PREPARATION OF HETERO CYCLIC ANILIDS | |
ES262301A1 (en) | N-trichloromethylthiohydantoins | |
GB1092664A (en) | Process for preparing thiamine derivatives | |
GB1429457A (en) | Derivatives of 2-mercapto-4,5-dichlorothiazole processes for their preparation and their use as herbicides | |
US3202572A (en) | Agent for combating nematodes | |
GB996506A (en) | Phosphorus compounds containing the 3,9-bis-(1-arizidinyl)-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]-undecane unit and process for preparing them | |
GB797970A (en) | Process for the manufacture of organic compounds containing sulphur and phosphorus | |
US2809912A (en) | N-ethylene trichloromethyl sulfenamide | |
MX3038E (en) | PROCEDURE FOR PREPARING DERIVATIVES OF DI OXO LANO | |
US2886584A (en) | Cyano substituted aliphatic isothiocyanates | |
GB847550A (en) | Phosphonic acid esters | |
GB653319A (en) | Improvements in or relating to the manufacture of malonates and cyanoacetates | |
GB1124659A (en) | Sulphur-containing derivatives of pyridazone-6 and herbicidal compositions containing the same | |
GB1085340A (en) | New phosphoric and thiophosphoric acid ester derivatives | |
GB1085083A (en) | Improvements in or relating to benzimidazoles and the manufacture thereof | |
GB1467107A (en) | N,n-dimethyl-n-o-phenyl-thiono-alkane-phosphonyl-formamidines a process for their preparation and their use as insecticides acaricid3s and nematocides | |
GB1099798A (en) | Insecticidal rhodanine derivatives and compositions containing them | |
GB818720A (en) | New carbamic acid esters and complex salts thereof and a process for their production |