GB642091A - Process for the production of substituted diphenylamine 2-monocarboxylic acids - Google Patents
Process for the production of substituted diphenylamine 2-monocarboxylic acidsInfo
- Publication number
- GB642091A GB642091A GB2528246A GB2528246A GB642091A GB 642091 A GB642091 A GB 642091A GB 2528246 A GB2528246 A GB 2528246A GB 2528246 A GB2528246 A GB 2528246A GB 642091 A GB642091 A GB 642091A
- Authority
- GB
- United Kingdom
- Prior art keywords
- group
- acid
- sulphide
- halogenobenzoic
- phenyl nucleus
- 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
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Substituted diphenylamine - 2 - carboxylic acids, useful for pharmaceutical purposes and of the general formula <FORM:0642091/IV (b)/1> wherein the phenyl nucleus II is free from additional substituents, are manufactured by condensing an o-halogenobenzoic acid (which may contain one or more further substituents, e.g. an additional halogen atom, in the benzene ring) with a p-aminodiphenyl sulphide in which the phenyl nucleus carrying the amino group is free from additional substituents but the other may be further substituted (e.g. by a protected amino group, such as an acylamino group, a nitro group or a halogen atom). The reaction is preferably carried out by heating in a suitable solvent (i.e. one which dissolves or partially dissolves one or both of the reactants, e.g. butyl or amyl alcohols) in the presence of an acid acceptor (e.g. an alkali metal carbonate) and of a source of copper (e.g. copper powder or a copper salt) as catalyst, and preferably in an inert atmosphere. When the phenyl nucleus I contains a group convertible to an amino group, this group may subsequently be so converted (e.g. an acylamino group hydrolysed or a nitro group reduced) and the product may be further reacted with an o-halogenobenzoic acid which may be the same as or different from that first employed. In an example, 4-amino-41-acetylaminodiphenyl sulphide, o-chlorobenzoic acid, potassium carbonate and copper powder are heated in amyl alcohol under reflux in an atmosphere of nitrogen to produce 4-(o-carboxyphenylamino)-41-acetamidodiphenyl sulphide, which may be hydrolysed with dilute alkali or acid to 4-(o-carboxyphenylamino)-41-aminodiphenyl sulphide Other o-halogenobenzoic acids specified are 2 : 3-, 2 : 4-, 2 : 5- and 2 : 6-dichloro- and 2-chloro-6-methoxy-benzoic acids. Specification 608,492 is referred to.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB2528246A GB642091A (en) | 1946-08-23 | 1946-08-23 | Process for the production of substituted diphenylamine 2-monocarboxylic acids |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB2528246A GB642091A (en) | 1946-08-23 | 1946-08-23 | Process for the production of substituted diphenylamine 2-monocarboxylic acids |
Publications (1)
Publication Number | Publication Date |
---|---|
GB642091A true GB642091A (en) | 1950-08-30 |
Family
ID=10225189
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB2528246A Expired GB642091A (en) | 1946-08-23 | 1946-08-23 | Process for the production of substituted diphenylamine 2-monocarboxylic acids |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB642091A (en) |
-
1946
- 1946-08-23 GB GB2528246A patent/GB642091A/en not_active Expired
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