GB732386A - Improvements in or relating to manufacture of n-trichloromethylthioimides - Google Patents
Improvements in or relating to manufacture of n-trichloromethylthioimidesInfo
- Publication number
- GB732386A GB732386A GB29688/52A GB2968852A GB732386A GB 732386 A GB732386 A GB 732386A GB 29688/52 A GB29688/52 A GB 29688/52A GB 2968852 A GB2968852 A GB 2968852A GB 732386 A GB732386 A GB 732386A
- Authority
- GB
- United Kingdom
- Prior art keywords
- dione
- methyl
- oxazolidine
- heptane
- trichloromethylthio
- 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
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION 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
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/02—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having no bond to a nitrogen atom
- A01N47/04—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having no bond to a nitrogen atom containing >N—S—C≡(Hal)3 groups
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Agronomy & Crop Science (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
Abstract
A process for the preparation of N-trichloromethyl derivatives represented by either of the general formul <FORM:0732386/IV (b)/1> or <FORM:0732386/IV (b)/2> wherein R is an organic radical or nucleus, and X and Y are >CO and/or >SO2 or wherein X is a methylene group or an alkyl or cycloalkyl-substituted derivative thereof and Y is =SO2 or =CO, and wherein X1 is RCO or RSO2 and Y1 is RCO or RSO2 or R or H, of the type wherein an imide, sulphimide, amide or sulphonamide or a metal derivative thereof is reacted with admixed perchloromethyl mercaptan, is characterized in that the said imide, sulphimide, amide or sulphonamide is dissolved in an aqueous solution of a basic alkali metal compound, and the resulting solution is reacted with admixed perchloromethyl mercaptan in the presence of a water-immiscible solvent for perchloromethyl mercaptan which is a non-solvent for the said N-trichloromethyl derivatives. The solvents preferably have a boiling point between 50 DEG and 150 DEG C. Specified are C5 to C9 saturated hydrocarbons (aliphatic or naphthenic), e.g. heptane, hexane, cyclohexane, virgin naphtha, ethers of boiling point 80 DEG to 120 DEG C., e.g. dipropyl and butyl ethyl ethers, or halogenated hydrocarbons, e.g. ethylene di-and trichlorides, b -trichlorethane and 1,2-dichloropropane. In examples (1) to (3) N-trichloromethylthiotetrahydrophthalimide is prepared by dissolving tetrahydrophthalimide in aqueous sodium hydroxide solution and reacting the product with perchloromethyl mercaptan dissolved in heptane. The recovered heptane is analysed. A control experiment without heptane is also performed. In a generally similar manner there are prepared (4) N-trichloromethylthio - o - benzoic sulphimide; (5) 1-nitro - 3 - trichloromethylthio - 5,5 - dimethylhydantoin; (6) N-trichlormethylthio-N-phenylbenzenesulphonamide. Other compounds of which the N-trichloromethylthio derivatives can be prepared are phthalimide, succinimide, endomethylenetetrahydrophthalimide, chlorinated tetrahydrophthalimide, 2,4 - dioxothiazolidine, 5,5 - dimethyloxazolidine - 2,4 - dione, 5-methyl - 5 - ethyloxazolidine - 2,4 - dione, 5,5-pentamethylene - oxazolidine - 2,4 - dione, 5-methyl - 5 - phenyl - oxazolidine - 2,4 - dione, 5 - methyl - 5 - isobutyl - oxazolidine - 2,4-dione, 5,5 - dimethylhydantoin, 1 - acetyl-5,5 - dimethylhydantoin, 5 - methyl - 5 - isobutylhydantoin, iso - octyloxazolidine - 2,4-dione, 5 - methyl - 5 - cyclopropyl - oxazolidine-2,4-dione, and N-butyl-benzenesulphonamide. Specifications 666,636 and 716,553 are referred to.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US732386XA | 1952-08-28 | 1952-08-28 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB732386A true GB732386A (en) | 1955-06-22 |
Family
ID=22112577
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB29688/52A Expired GB732386A (en) | 1952-08-28 | 1952-11-24 | Improvements in or relating to manufacture of n-trichloromethylthioimides |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB732386A (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3177224A (en) * | 1959-11-10 | 1965-04-06 | Ici Ltd | N-trichloromethylthiohydantoins |
-
1952
- 1952-11-24 GB GB29688/52A patent/GB732386A/en not_active Expired
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3177224A (en) * | 1959-11-10 | 1965-04-06 | Ici Ltd | N-trichloromethylthiohydantoins |
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