GB636331A - A method of producing 4-aminosalicylic acid - Google Patents
A method of producing 4-aminosalicylic acidInfo
- Publication number
- GB636331A GB636331A GB4597/47A GB459747A GB636331A GB 636331 A GB636331 A GB 636331A GB 4597/47 A GB4597/47 A GB 4597/47A GB 459747 A GB459747 A GB 459747A GB 636331 A GB636331 A GB 636331A
- Authority
- GB
- United Kingdom
- Prior art keywords
- acid
- methyl ester
- nitrosalicylic
- carboxylic
- nitrobenzisoxazole
- 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
- C07D—HETEROCYCLIC COMPOUNDS
- C07D261/00—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings
- C07D261/20—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings condensed with carbocyclic rings or ring systems
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
p-Aminosalicylic acid (2-hydroxy-4-amino-benzoic acid) is prepared by heating 6-nitro-benzisoxazole carboxylic acid (4-nitro-2-oxyphenyl-glyoxime), or a derivative thereof resulting from substitution in the carboxylic group, e.g. an alkyl ester or amide, in the presence of sulphuric acid and reducing the resultant 4-nitrosalicylic acid. In examples: (1) the methyl ester of 6-nitrobenzisoxazole-3-carboxylic acid is heated with sulphuric acid to give 4-nitrosalicylic acid, which is reduced to the amino compound, either by hydrogenation in the presence of a platinum catalyst or by means of tin and hydrochloric acid; (2) the free acid is used in place of the methyl ester in (1) and (3) the amide is used in place of the methyl ester in (1). It is stated in the Specification to be known that nitrobenzisoxazole-3-carboxylic acid methyl ester is hydrolysed by mineral acids such as hydrochloric acid, to give 4-nitrosalicylic acid at temperatures considerably above 100 DEG C. The Specification as open to inspection under Sect. 91 comprises also the preparation of derivatives p-aminosalicylic acid arising from further substitution in the benzene ring thereof. This subject-matter does not appear in the Specification as accepted. Reference has been directed by the Comptroller to Liebigs Annalen der Chemie, Volume 390, page 3.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| SE636331X | 1946-04-16 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB636331A true GB636331A (en) | 1950-04-26 |
Family
ID=20313663
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB4597/47A Expired GB636331A (en) | 1946-04-16 | 1947-02-17 | A method of producing 4-aminosalicylic acid |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB636331A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN112538018A (en) * | 2020-12-17 | 2021-03-23 | 爱斯特（成都）生物制药股份有限公司 | Method for continuous flow regioselective synthesis of 3-nitro salicylic acid |
-
1947
- 1947-02-17 GB GB4597/47A patent/GB636331A/en not_active Expired
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN112538018A (en) * | 2020-12-17 | 2021-03-23 | 爱斯特（成都）生物制药股份有限公司 | Method for continuous flow regioselective synthesis of 3-nitro salicylic acid |
| CN112538018B (en) * | 2020-12-17 | 2023-07-07 | 爱斯特（成都）生物制药股份有限公司 | Method for synthesizing 3-nitro salicylic acid through continuous flow regioselectivity |
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