135-09-1 Usage
Chemical Properties
White Solid
Originator
Saluron,Bristol,US,1959
Uses
Labelled Hydroflumethiazide. Antihypertensive; diuretic.
Manufacturing Process
(a) Preparation of 5-Trifluoromethylaniline-2,4-Disulfonyl Chloride: 113 ml of
chlorosulfonic acid was cooled in an ice-bath, and to the acid was added
dropwise while stirring 26.6 grams of α,α,α-trifluoro-m-toluidine. 105 grams of
sodium chloride was added during 1 to 2 hours, whereafter the temperature
of the reaction mixture was raised slowly to 150° to 160°C, which
temperature was maintained for 3 hours. After cooling the mixture, ice-cooled
water was added, whereby 5-trifluoromethylaniline-2,4-disulfonyl chloride
separated out from the mixture.
(b) Preparation of 5-Trifluoromethyl-2,4-Disulfamylaniline: The 5-
trifluoromethylaniline-2,4-disulfonyl chloride obtained in step (a) was taken up
in ether and the ether solution dried with magnesium sulfate. The ether was
removed from the solution by distillation, the residue was cooled to 0°C and
60 ml of ice-cooled, concentrated ammonia water was added while stirring.
The solution was then heated for one hour on a steam bath and evaporated in
vacuo to crystallization. The crystallized product was 5-trifluoromethyl-2,4-
disulfamylaniline, which was filtered off, washed with water and dried in a
vacuum exsiccator over phosphorus pentoxide. After recrystallization from a
mixture of 30% ethanol and 70% water the compound had a MP of 247° to
248°C.
(e) Preparation of 6-Trifluoromethyl-7-Sulfamyl-3,4-Dihydro-1,2,4-
Benzothiadiazine-1,1-Dioxide: 3.2 grams of 5-trifluoromethyl-2,4-
disulfamylaniline was added to a solution of 0.33 gram of paraformaldehyde in
25 ml of methyl Cellosolve (2-methoxy ethanol) together with a catalytic
amount of p-toluenesulfonic acid, and the mixture was boiled with reflux for 5
hours. The solvent was then distilled off in vacuo, and the residue triturated
with 30 ml of ethyl acetate. 6-trifluoromethyl-7-sulfamyl-3,4-dihydro-1,2,4-
benzothiadiazine-1,1-dioxide crystallized out. After recrystallization from methanol/water the substance had a MP of 272° to 273°C.
Therapeutic Function
Diuretic, Antihypertensive
Check Digit Verification of cas no
The CAS Registry Mumber 135-09-1 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,3 and 5 respectively; the second part has 2 digits, 0 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 135-09:
(5*1)+(4*3)+(3*5)+(2*0)+(1*9)=41
41 % 10 = 1
So 135-09-1 is a valid CAS Registry Number.
InChI:InChI=1/C8H8F3N3O4S2/c9-8(10,11)4-1-5-7(2-6(4)19(12,15)16)20(17,18)14-3-13-5/h1-2,13-14H,3H2,(H2,12,15,16)
