GB562566A - Improvements in or relating to cyclic quaternary ammonium dyestuff intermediates - Google Patents
Improvements in or relating to cyclic quaternary ammonium dyestuff intermediatesInfo
- Publication number
- GB562566A GB562566A GB1543A GB1543A GB562566A GB 562566 A GB562566 A GB 562566A GB 1543 A GB1543 A GB 1543A GB 1543 A GB1543 A GB 1543A GB 562566 A GB562566 A GB 562566A
- Authority
- GB
- United Kingdom
- Prior art keywords
- ethylthiobutadienyl
- alkyl
- methyl
- group
- perchlorate
- 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
Landscapes
- Plural Heterocyclic Compounds (AREA)
- Thiazole And Isothizaole Compounds (AREA)
Abstract
Dye intermediates are prepared by condensing a compound of formula R1S-CHCH-CH(XR1)2, where the groups R1 are alkyl groups and the groups X both O or both S, with a quaternary salt of a heterocyclic nitrogen base which contains a reactive methylene group in the a - or g -position to the quaternary nitrogen atom in acid conditions. The quaternary salt is preferably an alkyl quaternary salt, and the reactive methylene group may be a methyl or mono-substituted methyl group. The reactants may be heated together in the presence of a solvent therefor and of a compound capable of reacting with mercaptan or alcohol split off during the reaction, e.g. lower fatty anhydrides such as acetic anhydride, which serve both purposes. The intermediates have the formula <FORM:0562566/IV/1> wherein R2 is H or an alkyl or aralkyl group and R3 an alkyl or aralkyl group or a substituted alkyl group (e.g. hydroxylalkyl) or an unsaturated aliphatic group (e.g. allyl). R1, R2 (if not H), and R3 are preferably lower alkyl groups (e.g. methyl or ethyl). A represents an acid radical, e.g. chloride, bromide, iodide, alkyl sulphate, p-toluenesulphonate, or perchlorate, and n is 0 or 1. D stands for the residue of a heterocyclic nitrogen compound, e.g. substituted and unsubstituted thiazoles, thiazolines, oxazole, oxazolines, selenazoles, selenazolines, pyridine, quinoline, lepidine, indolenine, diazines (e.g. pyrimidine and the diazines described in Specification 425,609), thiodiazoles, or quinazoline, or the corresponding substituted and unsubstituted polycyclic compounds, e.g. benzthiazoles, naphthathiazoles, and anthrathiazoles and the corresponding polycyclic oxazoles and selenazoles. The heterocyclic compounds may contain substituents in the benzene nuclei, e.g. alkyl, aryl, amino, hydroxy, or alkoxy groups or halogen atoms. 1-o (-Ethylthiobutadienyl)-benzthiazole methiodide is prepared by fusing together 1-methylbenzthiazole and methyl p-toluenesulphonate, refluxing with a mixture of acetic anhydride and either b -ethylthioacrolein diethyl mercaptal or b -ethylthioacrolein diethyl acetal, and pouring into hot potassium solution. 1 : 3 : 3 - Trimethyl - 2 - (o - ethylthiobutadienyl) - indolenium perchlorate, 1 - (o - ethylthiobutadienyl) - benzselenazole ethiodide, 1 - (o - ethylthiobutadienyl) - benzoxazole ethyl p - toluenesulphonate, 4 - (o - ethylthiobutadienyl) - quinoline methyl perchlorate, 2 - (o - ethylthiobutadienyl) - quinoline methyl perchlorate, 1 - (o - ethylthiobutadienyl) - 4 - chlorobenzthiazole methiodide, and 2 - (o - ethylthiobutadienyl) - benzthiazole b - acetoxyethyl iodide are similarly prepared. Specifications 562,565 and 562,567 also are referred to.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB1543A GB562566A (en) | 1943-01-01 | 1943-01-01 | Improvements in or relating to cyclic quaternary ammonium dyestuff intermediates |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB1543A GB562566A (en) | 1943-01-01 | 1943-01-01 | Improvements in or relating to cyclic quaternary ammonium dyestuff intermediates |
Publications (1)
Publication Number | Publication Date |
---|---|
GB562566A true GB562566A (en) | 1944-07-06 |
Family
ID=9696834
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB1543A Expired GB562566A (en) | 1943-01-01 | 1943-01-01 | Improvements in or relating to cyclic quaternary ammonium dyestuff intermediates |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB562566A (en) |
-
1943
- 1943-01-01 GB GB1543A patent/GB562566A/en not_active Expired
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