Saccharin → HCID 20201759, compound

HRID 979318Notes

Reaction equation

HRID 979318 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 94%

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent2×

Procedure

36,6 g (0.2 mol) of 3-keto-2H,3H-1,2-benzisothiazole 1,1-dioxide and 70 g (1,4 mol) of hydrazine hydrate in 250 ml of n-butanol are boiled under reflux for about 25 hours. Further 250 ml n-butanol are added and the solution is then evaporated down in vacuo, and the hemicrystalline residue is stirred with 50 ml of glacial acetic acid. The crystal slurry is filtered under suction. 37,2 g (94% of theory) of 3-hydrazino-2H,3H-1,2-benzisothiazole 1,1-dioxide of melting point 262° C. are obtained.

Workup

  1. temperatureunder reflux for about 25 hours
  2. customthe solution is then evaporated down in vacuo
  3. filtrationThe crystal slurry is filtered under suction

Sources & evidence

ORD record
ord-9ad3cc99eb5d40149ee6914f14940e82
Source dataset
uspto-grants-1987_05
Patent number
US04667041

Reaction notes

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