Ammonia → 8-Methoxy-7-sulfamoyl-1,4-benzodioxane-5-carboxylic acid

HRID 127427Notes

Reaction equation

HRID 127427 reaction equation
[NH3:1].[CH3:2][O:3][C:4]1[C:9]2[O:10][CH2:11][CH2:12][O:13][C:8]=2[C:7]([C:14]([OH:16])=[O:15])=[CH:6][C:5]=1[S:17](Cl)(=[O:19])=[O:18]>O>[CH3:2][O:3][C:4]1[C:9]2[O:10][CH2:11][CH2:12][O:13][C:8]=2[C:7]([C:14]([OH:16])=[O:15])=[CH:6][C:5]=1[S:17](=[O:19])(=[O:18])[NH2:1]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 205447488-Methoxy-7-chlorosulfonyl-1,4-benzodioxane-5-carboxylic acid

Product 1

HCID 205446908-Methoxy-7-sulfamoyl-1,4-benzodioxane-5-carboxylic acidYield 82%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

300 g of 34% ammonia were introduced into a balloon flask provided with an agitator and a thermometer and then 159 g 8-methoxy-7-chlorosulfonyl-1,4-benzodioxane-5-carboxylic acid were added in portions, the temperature being maintained at from 0°-5° C. The mixture was agitated and then the precipitate was dissolved in water. The solution was filtered and treated with 280 cm3 of concentrated hydrochloric acid. The precipitate was dried off, washed and dried. 118 g of 8-methoxy-7-sulfamoyl-1,4-benzodioxane-5-carboxylic acid were obtained (M.P.: 247°-248° C.; yield: 82%).

Workup

  1. customprovided with an agitator
  2. temperaturethe temperature being maintained at from 0°-5° C
  3. filtrationThe solution was filtered
  4. additiontreated with 280 cm3 of concentrated hydrochloric acid
  5. customThe precipitate was dried off
  6. washwashed
  7. customdried

Sources & evidence

ORD record
ord-3cecc162ed2a429ba142f98d0571d4ac
Source dataset
uspto-grants-1981_03
Patent number
US04255580

Reaction notes

Loading…