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

HRID 127395Notes

Reaction equation

HRID 127395 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-59290608f20644e7b3c71e10fb880512
Source dataset
uspto-grants-1981_03
Patent number
US04255580

Reaction notes

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