Sulfuric Acid → HCID 178509069, compound

Temperature

18 °C

A 1 liter bottom draining glass reactor fitted with a fritted glass gas inlet tube, a gas outlet with a sulfuric acid scrubber, a paddle stirrer, a thermometer, and a jacket connected to a recirculating temperature regulated bath maintained at 18° C. A mixture containing 116 g (1.0 mole) of 5-amino-3-mercapto-1,2,4-triazole and 800 ml of 20 percent aqueous hydrochloric acid (made from 432 ml of 37 percent hydrochloric acid and 368 ml of water) was placed in the reactor and 222 g (3.13 moles) of chlorine was added thorough the gas inlet tube with stirring and cooling over a 165 min period. The temperature of the mixture was maintained at about 22 to about 32° C. under these conditions. The color of the mixture was changeable in the pale yellow to orange range and the initial slurry first thinned out and then became thick again as the reaction proceeded. After all the chlorine was added (uptake and the exotherm ceased), the temperature was reduced to about 5° C. and the mixture was removed though the bottom drain. The solids were collected by filtration, washed with 500 ml of cold water, and air dried to obtain the title compound as a pale yellow solid melting at 169.5°-170° C. (dec.). This amounted to 124 g (68 percent of theory) and was found by HPLC analysis to be about 95.5 percent of the title compound and about 4.5 percent 5-amino -1,2,4-triazole-3-sulfonic acid. The filtrate and wash were found by HPLC analysis to contain additional amounts of the title Compound.

1. additionwas added thorough the gas inlet tube
2. temperaturecooling over a 165 min period
3. temperatureThe temperature of the mixture was maintained at about 22 to about 32° C. under these conditions
4. customwas reduced to about 5° C.
5. customthe mixture was removed though the bottom drain
6. filtrationThe solids were collected by filtration
7. washwashed with 500 ml of cold water, and air
8. customdried

ORD record

ord-c35485f726a64ec28783b277c00f9d14

Source dataset

uspto-grants-1995_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05382674