GB675226A - Improvements in or relating to dyestuff intermediates - Google Patents
Improvements in or relating to dyestuff intermediatesInfo
- Publication number
- GB675226A GB675226A GB2699549A GB2699549A GB675226A GB 675226 A GB675226 A GB 675226A GB 2699549 A GB2699549 A GB 2699549A GB 2699549 A GB2699549 A GB 2699549A GB 675226 A GB675226 A GB 675226A
- Authority
- GB
- United Kingdom
- Prior art keywords
- toluenesulphonate
- methyl
- prepared
- etho
- metho
- 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
- 239000000543 intermediate Substances 0.000 title abstract 2
- 239000000975 dye Substances 0.000 title 1
- 125000000217 alkyl group Chemical group 0.000 abstract 3
- NLKNQRATVPKPDG-UHFFFAOYSA-M potassium iodide Chemical compound [K+].[I-] NLKNQRATVPKPDG-UHFFFAOYSA-M 0.000 abstract 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 2
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 2
- MMGDXFPDKJNCAM-UHFFFAOYSA-N 1-(3-methyl-1,3-benzothiazol-2-ylidene)propan-2-one Chemical compound C1=CC=C2N(C)C(=CC(C)=O)SC2=C1 MMGDXFPDKJNCAM-UHFFFAOYSA-N 0.000 abstract 1
- FECNOIODIVNEKI-UHFFFAOYSA-N 2-[(2-aminobenzoyl)amino]benzoic acid Chemical class NC1=CC=CC=C1C(=O)NC1=CC=CC=C1C(O)=O FECNOIODIVNEKI-UHFFFAOYSA-N 0.000 abstract 1
- 125000002373 5 membered heterocyclic group Chemical group 0.000 abstract 1
- 125000004070 6 membered heterocyclic group Chemical group 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- -1 aralkyl p-toluenesulphonate Chemical compound 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- 229910017053 inorganic salt Inorganic materials 0.000 abstract 1
- INQOMBQAUSQDDS-UHFFFAOYSA-N iodomethane Chemical compound IC INQOMBQAUSQDDS-UHFFFAOYSA-N 0.000 abstract 1
- VUQUOGPMUUJORT-UHFFFAOYSA-N methyl 4-methylbenzenesulfonate Chemical compound COS(=O)(=O)C1=CC=C(C)C=C1 VUQUOGPMUUJORT-UHFFFAOYSA-N 0.000 abstract 1
- JOXIMZWYDAKGHI-UHFFFAOYSA-M toluene-4-sulfonate Chemical compound CC1=CC=C(S([O-])(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-M 0.000 abstract 1
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical class CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
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
- C07D277/62—Benzothiazoles
- C07D277/64—Benzothiazoles with only hydrocarbon or substituted hydrocarbon radicals attached in position 2
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/04—Indoles; Hydrogenated indoles
- C07D209/10—Indoles; Hydrogenated indoles with substituted hydrocarbon radicals attached to carbon atoms of the hetero ring
- C07D209/12—Radicals substituted by oxygen atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Indole Compounds (AREA)
Abstract
Dye intermediates of the general formula <FORM:0675226/IV (b)/1> wherein R1 is an alkyl, aralkyl, or aryl group, R2 is an alkyl or aralkyl group, D is the residue of a 5- or 6-membered heterocyclic nucleus, and n is 0 or 1, are prepared by reacting a compound of the general formula <FORM:0675226/IV (b)/2> at a temperature not exceeding 160 DEG C., preferably from 100 DEG to 130 DEG C., with an alkyl or aralkyl p-toluenesulphonate R2O2SC7H7. Dy intermediates wherein the acid radical has other values are prepared by reacting the p-toluenesulphonates with the appropriate inorganic salt. 2 - b - Methyl:b - methoxyvinylbenzthiazole metho-p-toluenesulphonate is prepared by heating together on a water bath 2-acetylmethylene-3-methylbenzthiazoline and methyl p-toluenesulphonate, and the corresponding methiodide is prepared by pouring a hot ethanol solution of the p-toluenesulphonate into aqueous potassium iodide solution. The corresponding etho-p-toluenesulphonate, 2-b -methyl:b -ethoxyvinylbenzthiazole metho- and etho-p-toluenesulphonates, 2 - b - methyl:b - n - propoxyvinylbenzthiazole metho - and etho - p - toluenesulphonates, 2 - b - methyl:b - methoxyvinyl - 1 : 3 : 3 - trimethylindolenium metho-p-toluenesulphonate, and 2-b -methyl : b - phenylethoxyvinylbenzthiazole etho-p-toluenesulphonate are similarly prepared. Specifications 633,824 and 675,227, [Group IV (c)], are referred to.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB2699549A GB675226A (en) | 1949-10-20 | 1949-10-20 | Improvements in or relating to dyestuff intermediates |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB2699549A GB675226A (en) | 1949-10-20 | 1949-10-20 | Improvements in or relating to dyestuff intermediates |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB675226A true GB675226A (en) | 1952-07-09 |
Family
ID=10252473
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB2699549A Expired GB675226A (en) | 1949-10-20 | 1949-10-20 | Improvements in or relating to dyestuff intermediates |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB675226A (en) |
-
1949
- 1949-10-20 GB GB2699549A patent/GB675226A/en not_active Expired
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