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

HRID 2052613Notes

Reaction equation

HRID 2052613 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-678f6fe72e5747c69da9246b6e3a67cb
Source dataset
uspto-grants-1980_01
Patent number
US04186135

Reaction notes

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