Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Studies on the Stability of Drugs. XVII. Stability of Benzothiadiazines. (8). Kinetics of Acid-Base Catalysed Hydrolysis of Chlorothiazide
TSUKINAKA YAMANAYUZO MIZUKAMIAKIRA TSUJI
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1968 Volume 16 Issue 3 Pages 396-404

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Abstract
The present paper has established the kinetics and mechanisms for the general aicd-base catalysed hydrolysis of chlorothiazide (I) over the pH range 0.08-9.96 at 87.5°, which decomposes to 4-amino-6-chloro-m-benzenedisulfonamide (IV) via parallel consecutive firstorder reaction in aqueous solution : one leading to the formation of N-(2-amino-4-chloro-5-sulfamoylphenylsulfonyl) formamide (II) in aqueous alkali, and the other leading to the formation of 5-chloro-2, 4-disulfamoylformanilide (III) in acidic media.
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© The Pharmaceutical Society of Japan
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