GB190923181A - Improvements in the Manufacture and Production of Halogen Derivatives of Indigo. - Google Patents
Improvements in the Manufacture and Production of Halogen Derivatives of Indigo.Info
- Publication number
- GB190923181A GB190923181A GB190923181DA GB190923181A GB 190923181 A GB190923181 A GB 190923181A GB 190923181D A GB190923181D A GB 190923181DA GB 190923181 A GB190923181 A GB 190923181A
- Authority
- GB
- United Kingdom
- Prior art keywords
- acid
- nitrobenzene
- production
- dichlorindigo
- dibrom
- 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
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B7/00—Indigoid dyes
- C09B7/02—Bis-indole indigos
- C09B7/04—Halogenation thereof
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Indole Compounds (AREA)
Abstract
23,181. Johnson, J. V., [Badische Anilin & Soda Fabrik]. Oct. 11. Halogenindigo dyes.-Tri-, tetra-, penta-, and bexa - halogenindigos are obtained by treating 4 : 4<1>-dichlor- or -dibrom-indigo with a halogenizing-agent, preferably in presence of a solvent or diluent, such as sulphuric acid, chlorsulphonic acid, sulphuryl chloride, nitrobenzene, trichlorbenzene, or glacial acetic acid. For the production of tri- and tetrahalogenindigos the process is carried out in the cold ; the production of penta- and bexahalogenindigos may be effected in the cold or while heating. According to examples, 4<1> : 4<1>-dichlorindigo is chlorinated in nitrobenzene, and brominated in chlorinated acetic acid, and dichlortetrabromindigo is obtained by brominating in boiling nitrobenzene. 4 : 4<1>-dibrom-5 : 5<1>-dichlorindigo and 4 : 4<1> : 5 : 5<1>-tetrabromindigo obtained by the process are stated to be new. Instead of the dihalogenindigos used as parent material their leuco compounds, or according to the Provisional Specification, the dehydro derivatives, may be used. Specifications 5122/07, 10,326/07, 25,513/07, 25,514/07, 4423/08, 5382/08, 2386/09, and 8438/09, are referred to. The 4 : 4'-dibromindigo is obtained from the bromphenylglycinecarboxylic acid described below. 3-Bromphenylglycine-2-carboxylic acid is obtained by converting 6-nitro-o-toluidine into 6-nitro- 2-bromtoluene, and then reducing, acetylating, oxidizing, and saponifying to give bromantbranilic acid ; this acid is condensed with formaldehyde and potassium cyanides, and the product is saponified.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB190923181T | 1909-10-11 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB190923181A true GB190923181A (en) | 1910-08-11 |
Family
ID=32558168
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB190923181D Expired GB190923181A (en) | 1909-10-11 | 1909-10-11 | Improvements in the Manufacture and Production of Halogen Derivatives of Indigo. |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB190923181A (en) |
-
1909
- 1909-10-11 GB GB190923181D patent/GB190923181A/en not_active Expired
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