GB753735A - Process for the manufacture of n-alkyl anthranilic acid-sulphonic acids and of derivatives of these sulphonic acids - Google Patents
Process for the manufacture of n-alkyl anthranilic acid-sulphonic acids and of derivatives of these sulphonic acidsInfo
- Publication number
- GB753735A GB753735A GB2819/54A GB281954A GB753735A GB 753735 A GB753735 A GB 753735A GB 2819/54 A GB2819/54 A GB 2819/54A GB 281954 A GB281954 A GB 281954A GB 753735 A GB753735 A GB 753735A
- Authority
- GB
- United Kingdom
- Prior art keywords
- acid
- salt
- sulpho
- sulphonic acids
- chlorobenzoic
- 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
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C311/00—Amides of sulfonic acids, i.e. compounds having singly-bound oxygen atoms of sulfo groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
- C07C311/30—Sulfonamides, the carbon skeleton of the acid part being further substituted by singly-bound nitrogen atoms, not being part of nitro or nitroso groups
- C07C311/37—Sulfonamides, the carbon skeleton of the acid part being further substituted by singly-bound nitrogen atoms, not being part of nitro or nitroso groups having the sulfur atom of at least one of the sulfonamide groups bound to a carbon atom of a six-membered aromatic ring
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
A process of manufacturing N-alkyl anthranilic acid-sulphonic acids and derivatives of these sulphonic acids of the general formula <FORM:0753735/IV(a)/1> wherein R is OH or the radical of an aminoalkyl-sulphonic acid the nitrogen atom of which is linked to the said SO2-group, comprises heating the dry acid alkali metal salts of compounds of the general formula <FORM:0753735/IV(a)/2> wherein R has the above meaning, with a water-free aliphatic or cycloaliphatic primary amine, in the presence of metallic copper or a copper salt. The halogen in the formula is preferably chlorine and the -SO2R group in the 5-position with respect to the -COOH group. The products of the invention may be employed as stabilizers in preparing diazoamino compounds. In examples: an acid sodium salt is obtained by heating anhydrous isopropylamine with the dried monosodium salt of 5-sulpho-2-chlorobenzoic acid in the presence of cuprous chloride in an autoclave, adding caustic soda solution to the product, removing excess amine and copper oxide and adding hydrochloric acid and sodium chloride to the residue (1); a disodium salt is obtained by salting out the product obtained in a similar process in which the dried monosodium salt of 2 - chlorobenzoic acid - 5 - sulpho - N - methyltauride is employed instead of that of 5-sulpho-2-chlorobenzoic acid (2); and a disodium salt is obtained in a similar process using anhydrous cyclohexylamine instead of isopropylamine (3). The monosodium salt of 2 - chlorobenzoic - 5 - sulpho - N - methyltauride is obtained by adding hydrochloric acid and sodium chloride to a solution of the condensation product of 2-chlorobenzoic acid-5-sulphochloride and N-methyltaurine. U.S.A. Specification 1,960,644 is referred to.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE328425X | 1953-02-21 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB753735A true GB753735A (en) | 1956-08-01 |
Family
ID=6185984
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB2819/54A Expired GB753735A (en) | 1953-02-21 | 1954-01-29 | Process for the manufacture of n-alkyl anthranilic acid-sulphonic acids and of derivatives of these sulphonic acids |
Country Status (3)
Country | Link |
---|---|
CH (1) | CH328425A (en) |
FR (1) | FR1093305A (en) |
GB (1) | GB753735A (en) |
-
0
- FR FR1093305D patent/FR1093305A/fr not_active Expired
-
1954
- 1954-01-29 GB GB2819/54A patent/GB753735A/en not_active Expired
- 1954-02-05 CH CH328425D patent/CH328425A/en unknown
Also Published As
Publication number | Publication date |
---|---|
FR1093305A (en) | 1955-05-03 |
CH328425A (en) | 1958-03-15 |
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