GB514103A - Improvements in and relating to the preparation of hippuric acid derivatives - Google Patents

Improvements in and relating to the preparation of hippuric acid derivatives

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Publication number
GB514103A
GB514103A GB616738A GB616738A GB514103A GB 514103 A GB514103 A GB 514103A GB 616738 A GB616738 A GB 616738A GB 616738 A GB616738 A GB 616738A GB 514103 A GB514103 A GB 514103A
Authority
GB
United Kingdom
Prior art keywords
hippuric acid
diiodo
hydroxy
caustic soda
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
Application number
GB616738A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
JOHN CHARLES LOVELL RESUGGAN
Glaxo Laboratories Ltd
Original Assignee
JOHN CHARLES LOVELL RESUGGAN
Glaxo Laboratories Ltd
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by JOHN CHARLES LOVELL RESUGGAN, Glaxo Laboratories Ltd filed Critical JOHN CHARLES LOVELL RESUGGAN
Priority to GB616738A priority Critical patent/GB514103A/en
Publication of GB514103A publication Critical patent/GB514103A/en
Expired legal-status Critical Current

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Abstract

514,103. Hippuric acid derivatives. GLAXO LABORATORIES, Ltd., BLOUNT, B. K., and RESUGGAN, J. C. L. Feb. 26, 1938, No. 6167. Sample furnished. [Class 2 (iii)] 4-Hydroxy-3:5-diiodo-hippuric acid is prepared by condensing an acyl derivative of p-hydroxy benzoic acid halide with glycine, removing the acyl group and iodinating the resulting phydroxy-hippuric acid with or without previous isolation of the reaction product. Iodinating agents specified are iodine, iodine and caustic soda, iodine chloride or a mixture of sodium iodate and sodium iodide. The condensation is preferably carried out in the presence of a basic substance. The product may be treated with suitable acylating, alkylating, or substituted alkylating agents and are useful in pyelography. In the examples : (1) p-acetoxy benzoic acid chloride is condensed with glycine in the presence of caustic soda and the resulting p-hydroxy-hippuric acid was crystallized and then treated with iodine in caustic soda solution yielding 4-hydroxy-3:5-diiodo-hippuric acid; (2) 3:5-diiodo-4-hydroxy-hippuric acid is treated with acetic anhydride in caustic soda solution yielding 4-acetoxy-3:5-diiodo-hippuric acid ; (3) 3:5-diiodo-4-hydroxy-hippuric acid is treated with dimethyl sulphate in caustic soda solution yielding 3:5-diiodo-4-methoxy-hippuric acid. A sample furnished under Sect. 2 (5) comprises 4-carboxymethoxy-3:5-diiodo-hippuric acid prepared by treating 4-hydroxy-3:5-diiodo-hippuric acid (prepared as in example (1) with chloracetic acid in the presence of caustic soda.
GB616738A 1938-02-26 1938-02-26 Improvements in and relating to the preparation of hippuric acid derivatives Expired GB514103A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB616738A GB514103A (en) 1938-02-26 1938-02-26 Improvements in and relating to the preparation of hippuric acid derivatives

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB616738A GB514103A (en) 1938-02-26 1938-02-26 Improvements in and relating to the preparation of hippuric acid derivatives

Publications (1)

Publication Number Publication Date
GB514103A true GB514103A (en) 1939-10-31

Family

ID=9809628

Family Applications (1)

Application Number Title Priority Date Filing Date
GB616738A Expired GB514103A (en) 1938-02-26 1938-02-26 Improvements in and relating to the preparation of hippuric acid derivatives

Country Status (1)

Country Link
GB (1) GB514103A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2680133A (en) * 1951-08-24 1954-06-01 Mallinckrodt Chemical Works Iodine-containing amino-benzoyl derivatives of amino acids
US2813118A (en) * 1953-07-16 1957-11-12 American Cystoscope Makers Inc X-ray contrast compounds

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2680133A (en) * 1951-08-24 1954-06-01 Mallinckrodt Chemical Works Iodine-containing amino-benzoyl derivatives of amino acids
US2813118A (en) * 1953-07-16 1957-11-12 American Cystoscope Makers Inc X-ray contrast compounds

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