GB457477A - Manufacture of thiazole derivatives - Google Patents
Manufacture of thiazole derivativesInfo
- Publication number
- GB457477A GB457477A GB1567935A GB1567935A GB457477A GB 457477 A GB457477 A GB 457477A GB 1567935 A GB1567935 A GB 1567935A GB 1567935 A GB1567935 A GB 1567935A GB 457477 A GB457477 A GB 457477A
- Authority
- GB
- United Kingdom
- Prior art keywords
- dinitrophenylpyridinium
- sulphide
- product
- dinitrophenyl
- chloride
- 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
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/60—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings condensed with carbocyclic rings or ring systems
- C07D277/84—Naphthothiazoles
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/60—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings condensed with carbocyclic rings or ring systems
- C07D277/62—Benzothiazoles
- C07D277/68—Benzothiazoles 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 in position 2
- C07D277/70—Sulfur atoms
- C07D277/76—Sulfur atoms attached to a second hetero atom
- C07D277/80—Sulfur atoms attached to a second hetero atom to a nitrogen atom
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Thiazole And Isothizaole Compounds (AREA)
Abstract
Compounds containing a mercaptoarylthiazole residue and a dinitrophenyl group both linked to the nitrogen atom of a pyridine ring are prepared by treating a dinitrophenylpyridinium chloride with a soluble salt of a mercaptoarylthiazole in an aqueous medium at a temperature below the decomposition temperature of the product, generally at 10--15 DEG C. The products decompose when heated and yield dinitrophenyl arylthiazyl sulphides. Both types of product are useful as vulcanization accelerators. In the examples, (1) 2 : 4-dinitrophenylpyridinium chloride and sodium 2-mercaptobenzthiazole yield 2 : 4-dinitrophenylpyridinium benzthiazyl sulphide; (2) the product of example 1 is heated, and yields 2 : 4-dinitrophenyl benzthiazyl sulphide; (3) 2 : 4-dinitrophenylpyridinium chloride and 2-mercapto-a -naphthothiazole yield 2 : 4-dinitrophenylpyridinium a -naphthothiazyl sulphide; (4) the product of example 3 is heated, and yields 2 : 4-dinitrophenyl a -naphthothiazyl sulphide; (5) 2 : 4-dinitrophenylpyridinium chloride is treated with the sodium salt of 6-nitro-2-mercaptobenzthiazole, and the product is steam-distilled; 2 : 4-dinitrophenyl 6<1>-nitrobenzthiazyl sulphide is obtained. Specification 352,746 is referred to.ALSO:Compounds containing a mercaptoarylthiazole residue and a dinitrophenyl group both linked to the nitrogen atom of a pyridine ring are prepared by treating a dinitrophenylpyridinium chloride with a soluble salt of a mercaptoarylthiazole. The products decompose when heated and yield dinitrophenyl arylthiazyl sulphides. Both types of product are useful as vulcanization accelerators. In the examples, (1) 2 : 4-dinitrophenylpyridinium chloride and sodium 2 - mercaptobenzthiazole yield 2 : 4 - dinitrophenylpyridinium benzthiazyl sulphide; (2) the product of example 1 is heated, and yields 2 : 4-dinitrophenylbenzthiazyl sulphide; (3) 2 : 4-dinitrophenylpyridinium chloride and 2-mercapto-a -naphthothiazole yield 2 : 4-dinitrophenylpyridinium-a -naphthothiazyl sulphide; (4) the product of example 3 is heated, and yields 2 : 4 - dinitrophenyl - a - naphthothiazyl sulphide; (5) 2 : 4 - dinitrophenylpyridinium chloride is treated with the sodium salt of 6-nitro-2-mercaptobenzthiazole, and the product is steam-distilled; 2 : 4-dinitrophenyl-61-nitrobenzthiazyl sulphide is obtained. Specification 352,746 is referred to.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB1567935A GB457477A (en) | 1935-05-29 | 1935-05-29 | Manufacture of thiazole derivatives |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB1567935A GB457477A (en) | 1935-05-29 | 1935-05-29 | Manufacture of thiazole derivatives |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB457477A true GB457477A (en) | 1936-11-30 |
Family
ID=10063463
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1567935A Expired GB457477A (en) | 1935-05-29 | 1935-05-29 | Manufacture of thiazole derivatives |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB457477A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2555024A (en) * | 1947-02-07 | 1951-05-29 | Vanderbilt Co R T | Lauryl pyridinium 2-(5-chlorobenzothiazyl)-sulfide |
| US2557172A (en) * | 1947-02-05 | 1951-06-19 | Vanderbilt Co R T | Cetyldimethylbenzyl ammonium 2-(5-chlorobenzothiazyl)-sulfide |
-
1935
- 1935-05-29 GB GB1567935A patent/GB457477A/en not_active Expired
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2557172A (en) * | 1947-02-05 | 1951-06-19 | Vanderbilt Co R T | Cetyldimethylbenzyl ammonium 2-(5-chlorobenzothiazyl)-sulfide |
| US2555024A (en) * | 1947-02-07 | 1951-05-29 | Vanderbilt Co R T | Lauryl pyridinium 2-(5-chlorobenzothiazyl)-sulfide |
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