GB450760A - Improvements in the manufacture and production of organic sulphur compounds - Google Patents
Improvements in the manufacture and production of organic sulphur compoundsInfo
- Publication number
- GB450760A GB450760A GB173935A GB173935A GB450760A GB 450760 A GB450760 A GB 450760A GB 173935 A GB173935 A GB 173935A GB 173935 A GB173935 A GB 173935A GB 450760 A GB450760 A GB 450760A
- Authority
- GB
- United Kingdom
- Prior art keywords
- sulphide
- hydrogen sulphide
- heated
- hydrogen
- ammonia
- 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
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C319/00—Preparation of thiols, sulfides, hydropolysulfides or polysulfides
- C07C319/14—Preparation of thiols, sulfides, hydropolysulfides or polysulfides of sulfides
- C07C319/16—Preparation of thiols, sulfides, hydropolysulfides or polysulfides of sulfides by addition of hydrogen sulfide or its salts to unsaturated compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Organic sulphur compounds are manufactured by causing hydrogen sulphide or gaseous mixtures containing it, or substances yielding hydrogen sulphide under the reaction conditions, to act on compounds of the general formul R.CH = CH2 where R is hydrogen, an alkyl group containing up to five carbon atoms, an alkenyl, cycloaliphatic, aliphaticaromatic or aromatic radicle, an esterified carboxylic group or a cyano group, or RO.CH = CH2, where R is an alkyl, alkenyl, cycloaliphatic, aliphatic-aromatic or aromatic radicle, in the presence of a diluent or solvent, e.g. hydrocarbons or mono- or polyhydric alcohols, and of a basic substance as catalyst. The reaction is effected at ordinary or elevated temperature, e.g. 100--300 DEG C., if desired under superatmospheric pressure, and may be rendered continuous. Suitable catalysts, of which small amounts are sufficient, are the oxides, hydroxides, alcoholates, carbonates, acetates, oxalates, sulphides, sulphydrates and mercaptides of the alkali and alkaline-earth metals, also ammonia and organic bases, e.g. pyridine or piperidine. If initial materials which split off small amounts of basic substances under the reaction conditions are employed, the addition of catalysts is unnecessary. The products may be employed as solvents, or in some cases as intermediates for the preparation of dyestuffs, artificial materials or medicines. On oxidation they yield sulphoxides and sulphones. In examples: (1) ethylene and hydrogen sulphide are heated in a pressure-tight vessel in a solution of sodium in alcohol, producing diethyl sulphide ; propylene similarly yields diisopropyl sulphide; (2) acrylic nitrile and hydrogen sulphide are heated in moist butanol (which partially saponifies the acrylic nitrile with liberation of ammonia, which, in the form of its salt with hydrogen sulphide, acts as catalyst); the product is mainly thiodihydracrylic nitrile, which on saponification yields the free acid, which may be oxidized to its sulphone; (3) styrene and hydrogen sulphide are heated in ethanol in the presence of ammonia to yield a -a <1>-diphenyldiethyl sulphide; (4) p-vinylanisol and hydrogen sulphide are heated in a solution of sodium in ethanol, yielding a -a <1>-di-(p-methoxyphenyl)-diethyl sulphide; (5) p-divinylbenzene is similarly treated; (6) hydrogen sulphide is led into a mixture of styrene and a solution of sodium in butanol, producing diphenyldiethyl sulphide; (7) the reaction of (3) is carried out with excess of hydrogen sulphide. Other starting materials specified are: a -butylene, hexylene, acrylic alkyl esters (e.g. the methyl, ethyl and butyl esters), vinylnaphthalene, and vinyl ethers (e.g. vinyl methyl, ethyl, butyl, isobutyl, octodecyl, phenyl, benzyl, o- and p-chlorobenzyl and naphthyl ethers, vinyl phenyl glycol ether, diglycol mono- and divinyl ether, the mono- and divinyl ethers of di- and triethanolamine, and N-methylvinylhydroxy-ethyl-m-toluidine).
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB173935A GB450760A (en) | 1935-01-18 | 1935-01-18 | Improvements in the manufacture and production of organic sulphur compounds |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB173935A GB450760A (en) | 1935-01-18 | 1935-01-18 | Improvements in the manufacture and production of organic sulphur compounds |
Publications (1)
Publication Number | Publication Date |
---|---|
GB450760A true GB450760A (en) | 1936-07-20 |
Family
ID=9727141
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB173935A Expired GB450760A (en) | 1935-01-18 | 1935-01-18 | Improvements in the manufacture and production of organic sulphur compounds |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB450760A (en) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2417118A (en) * | 1941-08-16 | 1947-03-11 | Texas Co | Composition of matter |
US2488134A (en) * | 1943-05-26 | 1949-11-15 | Standard Oil Dev Co | Sulfur-containing aromatic compounds |
WO1994012450A1 (en) * | 1992-11-30 | 1994-06-09 | Technische Universiteit Delft | Method of preparing sulfur-containing compounds |
-
1935
- 1935-01-18 GB GB173935A patent/GB450760A/en not_active Expired
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2417118A (en) * | 1941-08-16 | 1947-03-11 | Texas Co | Composition of matter |
US2488134A (en) * | 1943-05-26 | 1949-11-15 | Standard Oil Dev Co | Sulfur-containing aromatic compounds |
WO1994012450A1 (en) * | 1992-11-30 | 1994-06-09 | Technische Universiteit Delft | Method of preparing sulfur-containing compounds |
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