Ammonia → 7-Sulfamoyl-2,3-dihydro-1,4-benzodioxine-5-carboxylic acid

HRID 2286920Notes

Reaction equation

HRID 2286920 reaction equation
[NH3:1].Cl[S:3]([C:6]1[CH:7]=[C:8]([C:16]([OH:18])=[O:17])[C:9]2[O:14][CH2:13][CH2:12][O:11][C:10]=2[CH:15]=1)(=[O:5])=[O:4]>O>[S:3]([C:6]1[CH:7]=[C:8]([C:16]([OH:18])=[O:17])[C:9]2[O:14][CH2:13][CH2:12][O:11][C:10]=2[CH:15]=1)(=[O:5])(=[O:4])[NH2:1]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 64553167-(Chlorosulphonyl)-2,3-dihydro-1,4-benzodioxin-5-carboxylic acid

Product 1

HCID 205447607-Sulfamoyl-2,3-dihydro-1,4-benzodioxine-5-carboxylic acidYield 87%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

209 g of 34% ammonia and 97 g of 7-chlorosulfonyl-1,4-benzodioxane-5-carboxylic acid were introduced into a balloon flask provided with an agitator and a thermometer at a temperature of 5°-10° C. The mixture was agitated at ambient temperature and then the precipitate was dissolved in 415 cm3 of water. The solution was filtered and treated with 140 cm3 of concentrated hydrochloric acid. The crystals were dried off, washed with water and dried. 78 g of 7-sulfamoyl-1,4-benzodioxane-5-carboxylic acid were obtained (M.P.: 272°-274° C.; yield: 87%).

Workup

  1. customprovided with an agitator
  2. customat a temperature of 5°-10° C
  3. filtrationThe solution was filtered
  4. additiontreated with 140 cm3 of concentrated hydrochloric acid
  5. customThe crystals were dried off
  6. washwashed with water
  7. customdried

Sources & evidence

ORD record
ord-c92bfa9dae6741528fcb9d50e368a907
Source dataset
uspto-grants-1981_05
Patent number
US04268512

Reaction notes

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