Chlorothiazide synthesis
1synthesis methods
- Product Name:Chlorothiazide
- CAS Number:58-94-6
- Molecular formula:C7H6ClN3O4S2
- Molecular Weight:295.72
Chlorothiazide, 1,1-dioxide 6-chloro-2H-1,2,4-benzothiadiazin-7-sulfonamide
(21.3.3) is synthesized in the exact same manner, is all thiazide diuretics. 3-
Chloroaniline (or 3-trifluoromethylaniline) undergoes sulfoylchlorination by chlorosulfonic
acid, forming 4,6-sulfonochloride-3-chloroaniline (21.3.1), the reaction of which with ammonia
gives 4,6-sulfonylamido-3-chloroaniline (21.3.2). Heating this with formamide leads to
formation of chlorothiazide (21.3.3).
Yield:-
Reaction Conditions:
at 90 - 100; for 5 h;
Steps:
1
100 g of 5-chloro-2,4-disulfamylaniline was suspended in 500 ml of about 98% formic acid. The obtained suspension was heated at a temperature of about 90-100° C. The solid was precipitated out from the clear suspension at 90-92° C. The suspension was maintained at the same temperature for 5 hours. The hot suspension was cooled to 25-30° C. and the obtained solid was filtered followed by washing with acetone to get 94 gm of Chlorothiazide.
References:
US2011/263579,2011,A1 Location in patent:Page/Page column 9
Chlorothiazide Related Search:
Hydrochlorothiazide
4-Amino-6-chlorobenzene-1,3-disulfonamide
Hydrochlorothiazide Impurity 4
5-Chloroorthanilic acid
Salicylamide
Sulfanilamide
3-Methyl-4H-1,2,4-benzothiadiazine 1,1-dioxide
Benzenesulfonamide, 4-amino-2-chloro-
5-Chloro Hydrochlorothiazide
Hydrochlorothiazide Related Compound (N-[(2-Aminophenyl)sulfonyl] Acetamide)