GB288215A - Manufacture of vat-dyestuffs and intermediate products - Google Patents
Manufacture of vat-dyestuffs and intermediate productsInfo
- Publication number
- GB288215A GB288215A GB10197/28A GB1019728A GB288215A GB 288215 A GB288215 A GB 288215A GB 10197/28 A GB10197/28 A GB 10197/28A GB 1019728 A GB1019728 A GB 1019728A GB 288215 A GB288215 A GB 288215A
- Authority
- GB
- United Kingdom
- Prior art keywords
- methyl
- thioglycollic
- hydroxythionaphthene
- chlorphenyl
- carboxylic acid
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
288,215. I. G. Farbenindustrie Akt.- Ges. April 4, 1927, [Convention date]. Samples furnished. Thioindigo dyes; thionaphthenes; thioglycollic acids. - 4-Methyl-5-halogenhydroxythionaphthene is prepared by ring closure of a compound having the general formula:- wherein Hlg. stands for halogen and X for the CN, CONH2 or COOH group. Thioindigo dyestuffs are obtained by oxidizing the resulting hydroxythionaphthene or by condensing the latter or its 2-derivative with the usual indigoid components. According to an example, 3-methyl- 4-chlorphenyl - 1 - thioglycollic-2-carboxylicnitrile (obtained by chlorinating 1-methyl-2-cyano-3- aminobenzene and replacing the amino group of the product by the thioglycollic residue in known manner) is heated with sodium sulphide in caustic soda solution. The sodium salt of 3-amino-4- methyl-4-chlorthionaphthene-2-carboxylic acid is salted out, treated with dilute sulphuric acid and heated until the formation of 3-hydroxy-4-methyl. 5-chlorthionaphthene is complete. The latter is filtered off and oxidized to the dyestuff. Specification 2769/07 and 8162/07 are referred to. The Specification as open to inspection under Sect. 91 (3) (a) comprises the production of similar dyestuffs by halogenating 4 : 4<1>-dimethylthioindigo. The following additional examples are also given : (1) 3-methyl-4-chlorphenyl-1- thioglycollic-2-carboxylic acid is boiled with acetic anhydride and sodium acetate, the resulting acetyl derivative of the hydroxythionaphthene saponified and the corresponding hydroxythionaphthene oxidized to the dyestuff. 3-Methyl-4- chlorphenyl-1-thioglycollic-2-carboxylic acid may be prepared by transforming 6-chlor-2-amino-1- methylbenzene-3-sulphonic acid by way of the diazo compound into the 6-chlor-2-cyano-1- methyl-benzene-3-sulphonic acid and converting the latter in known manner into the 3-methyl-4- chlorphenyl-1-thioglycollic-2-carboxylic acid: (2) 4: 4<1>-dimethylthioindigo is chlorinated by means of sulphuryl chloride in the presence of nitrobenzene; (4) dichlorizatin, after treatment with phosphorus pentachloride in the presence of benzene is condensed with 5-brom-4-methyl-3- hydroxythionaphthene. This subject-matter does not appear in the Specification as accepted.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE288215X | 1927-04-04 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB288215A true GB288215A (en) | 1929-07-04 |
Family
ID=6059511
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB10197/28A Expired GB288215A (en) | 1927-04-04 | 1928-04-04 | Manufacture of vat-dyestuffs and intermediate products |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB288215A (en) |
-
1928
- 1928-04-04 GB GB10197/28A patent/GB288215A/en not_active Expired
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