Saccharin → HCID 20201759, compound

HRID 979316Notes

Reaction equation

HRID 979316 reaction equation
O=[C:2]1[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[S:4](=[O:12])(=[O:11])[NH:3]1.O.[NH2:14][NH2:15]>C(O)CCC>[NH:14]([CH:2]1[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[S:4](=[O:12])(=[O:11])[NH:3]1)[NH2:15]

Participants

4

Reactant 2

HCID 5143SaccharinHCID 24654Hydrazine hydrate (1:1)

Product 1

HCID 20201759HCID 20201759, compoundYield 91.1%

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

36.6 g (0.2 mol) of 3-keto-2H,3H-1,2-benzisothiazole 1,1-dioxide and 20 g of hydrazine hydrate in 200 ml of n-butanol are boiled under reflux for about 35 hours. The yellow solution is then evaporated down in vacuo, and the residue is stirred with 50 ml of acetic acid. The crystal slurry is filtered under suction, and the crude product which is obtained in this manner and has a melting point of 249° C. can be recrystallized from water. 36.3 g (91% of theory) of 3-hydrazino-2H,3H-1,2-benzisothiazole 1,1-dioxide of melting point 263° C. are obtained.

Workup

  1. temperatureunder reflux for about 35 hours
  2. customThe yellow solution is then evaporated down in vacuo
  3. filtrationThe crystal slurry is filtered under suction
  4. customthe crude product which is obtained in this manner
  5. customcan be recrystallized from water

Sources & evidence

ORD record
ord-1ba3aeecd5ad407ba2b291cf9f3f8d98
Source dataset
uspto-grants-1987_05
Patent number
US04667041

Reaction notes

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