DE902009C - Process for the preparation of sulfur-containing compounds - Google Patents
Process for the preparation of sulfur-containing compoundsInfo
- Publication number
- DE902009C DE902009C DEC1678D DEC0001678D DE902009C DE 902009 C DE902009 C DE 902009C DE C1678 D DEC1678 D DE C1678D DE C0001678 D DEC0001678 D DE C0001678D DE 902009 C DE902009 C DE 902009C
- Authority
- DE
- Germany
- Prior art keywords
- compounds
- sulfur
- containing compounds
- preparation
- parts
- 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
- C07C319/18—Preparation of thiols, sulfides, hydropolysulfides or polysulfides of sulfides by addition of thiols to unsaturated compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Gegenstand des Patents 891 391 ist ein Verfahren zur Herstellung von schwefelhaltigen Verbindungen, bei dem man α, jS-ungesättigte Carbonsäureester in Gegenwart basisch reagierender Verbindungen mit Verbindungen umsetzt, die aliphatisch gebundene Sulfhydrylgruppen enthalten.The subject of patent 891 391 is a process for the preparation of sulfur-containing compounds, in which one α, jS-unsaturated carboxylic acid ester in The presence of compounds with a basic reaction reacts with compounds that are aliphatically bound Contain sulfhydryl groups.
Das Patent 897 102 betrifft die Verwendung solcher Verbindungen, die eine oder mehrere an aromatische oder heterocyclische Kerne gebundene Sulfhydrylgruppen an Stelle der aliphatisch gebundenen Sulfhydrylgruppen enthalten, als Ausgangsstoffe für eine entsprechende Umsetzung.The '897,102 patent relates to the use of compounds containing one or more aromatic compounds or sulfhydryl groups bonded to heterocyclic nuclei instead of the aliphatically bonded sulfhydryl groups contain, as starting materials for a corresponding implementation.
Es wurde nun gefunden, daß man ebenfalls wertvolle schwefelhaltige Verbindungen erhält, wenn man an Stelle von α, /J-ungesättigten Carbonsäureestern die entsprechenden Nitrile in Gegenwart basisch reagierender Verbindungen mit Sulfhydrylgruppen enthaltenden Verbindungen umsetzt und die erhaltenen Thioäthernitrile gegebenenfalls zu den entsprechenden Thioäthercarbonsäuren verseift.It has now been found that valuable sulfur-containing compounds are also obtained if instead of α, / J-unsaturated carboxylic acid esters the corresponding nitriles in the presence of basic compounds containing sulfhydryl groups Reacts compounds and the thioether nitriles obtained, if appropriate, to the corresponding Saponified thioether carboxylic acids.
Geeignete α, /S-ungesättigte Nitrile sind z. B. das Acryl-, Methacryl-, Croton-, Isoeroton- und Zimtsäurenitril. Suitable α, / S-unsaturated nitriles are, for. B. the acrylic, methacrylic, croton, isoeroton and cinnamonitrile.
Man verfährt im übrigen wie im Hauptpatent beschrieben. The procedure is otherwise as described in the main patent.
Die in folgenden Beispielen verwendeten Teile sind Gewichtsteile.The parts used in the following examples are parts by weight.
Beispiel ιExample ι
ίο Man löst 0,5 Teile Natrium in 450 Teilen n-Butylmerkaptan und läßt bei 35 bis 40° innerhalb 30 Minuten unter Rühren 265 Teile Acrylnitril zutropfen. Man hält weitere 30 Minuten unter Rühren auf dieser Temperatur, neutralisiert dann mit Phosphorsäure und destilliert. Das gebildete n-Butylmerkaptopropionitril geht unter 3 mm Druck bei 1170 über. Die Ausbeute beträgt 700 Teile, D*$ = 0,9573. Durch Verseifung mit 74°/0iger Schwefelsäure bei 130 bis 1409 erhält man daraus die n-Butylmerkaptopropionsäure ia 96 °/Diger Ausbeute; sie siedet unter 0,01 mm Druck bei 113 bis 114°; D^ = 1,0452.0.5 part of sodium is dissolved in 450 parts of n-butyl mercaptan and 265 parts of acrylonitrile are added dropwise at 35 ° to 40 ° within 30 minutes while stirring. The mixture is kept at this temperature for a further 30 minutes with stirring, then neutralized with phosphoric acid and distilled. The formed n-Butylmerkaptopropionitril goes below 3 mm print at 117 0th The yield is 700 parts, D * $ = 0.9573. By saponification with 74 ° / 0 sulfuric acid at 130 to 140 9 obtains therefrom the n-Butylmerkaptopropionsäure ia 96 ° / D yield; it boils under 0.01 mm pressure at 113 to 114 °; D ^ = 1.0452.
Man löst 0,5 Teile Natrium in 450 Teilen n-Butylmerkaptan und läßt bei etwa 45° innerhalb 30 Minuten unter Rühren 335 Teile Methacrylnitril zutropfen. Man hält weitere 30 Minuten unter Rühren auf dieser Temperatur, neutralisiert dann mit Phosphorsäure und destilliert. Das gebildete n-Butylmerkaptobutyronitril geht unter 1 mm Druck bei 1280 über und hat eine Dichte D*$ = 0,969. Die Ausbeute beträgt Teile.0.5 part of sodium is dissolved in 450 parts of n-butyl mercaptan and 335 parts of methacrylonitrile are added dropwise at about 45 ° over the course of 30 minutes with stirring. The mixture is kept at this temperature for a further 30 minutes with stirring, then neutralized with phosphoric acid and distilled. The formed n-Butylmerkaptobutyronitril goes below 1 mm pressure at 128 0 over and has a density D * $ = 0.969. The yield is parts.
Claims (1)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DEC1678D DE902009C (en) | 1942-07-17 | 1944-04-20 | Process for the preparation of sulfur-containing compounds |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DEC1691D DE891391C (en) | 1942-07-17 | 1942-07-17 | Process for the preparation of alkyl thioether groups in carboxylic acid esters containing carboxylic acid radicals |
DEC1678D DE902009C (en) | 1942-07-17 | 1944-04-20 | Process for the preparation of sulfur-containing compounds |
Publications (1)
Publication Number | Publication Date |
---|---|
DE902009C true DE902009C (en) | 1954-01-18 |
Family
ID=25969028
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DEC1678D Expired DE902009C (en) | 1942-07-17 | 1944-04-20 | Process for the preparation of sulfur-containing compounds |
Country Status (1)
Country | Link |
---|---|
DE (1) | DE902009C (en) |
-
1944
- 1944-04-20 DE DEC1678D patent/DE902009C/en not_active Expired
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