Ammonia → 4-Chloro-5-(sulfamoyl)-1,2-benzenedicaboxamide

HRID 745836Notes

Reaction equation

HRID 745836 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[O:10])[NH:8][C:6](=[O:7])[C:5]2=[CH:11][C:12]=1[S:13](=[O:16])(=[O:15])[NH2:14].[NH3:17]>>[Cl:1][C:2]1[CH:3]=[C:4]([C:9]([NH2:8])=[O:10])[C:5]([C:6]([NH2:17])=[O:7])=[CH:11][C:12]=1[S:13](=[O:16])(=[O:15])[NH2:14]

Participants

3

Reactant 2

HCID 222Ammonia2×HCID 197334-(Aminosulfonyl)-5-chlorophthalimide

Product 1

HCID 133705994-Chloro-5-(sulfamoyl)-1,2-benzenedicaboxamide

Procedure

A solution of 4-chloro-5-sulfamoylphthalimide (21.3 g., 0.076 mole) and 250 ml. of liquid ammonia was stirred at room temperature while permitting ammonia to evaporate. Water was added to residual material, the pH adjusted to 7 with hydrochloric acid and precipitated material collected to provide 14.5 g. (63%) of hydrated 4-chloro-5-(sulfamoyl)-1,2-benzenedicarboxamide, m.p. 270°-275° C.

Workup

  1. customto evaporate
  2. additionWater was added to residual material
  3. customprecipitated material
  4. customcollected
  5. customto provide 14.5 g

Sources & evidence

ORD record
ord-01621d922c4a45f2b8e94e088ed30e71
Source dataset
uspto-grants-1986_07
Patent number
US04600758

Reaction notes

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