4-Nitro-1H-1lambda~6~,2-benzothiazole-1,1,3(2H)-trione → 4-Amino-2,3-dihydro-1lambda6,2-benzothiazole-1,1,3-trione

HRID 1995403Notes

Reaction equation

HRID 1995403 reaction equation
[N+:1]([C:4]1[C:9]2[C:10](=[O:15])[NH:11][S:12](=[O:14])(=[O:13])[C:8]=2[CH:7]=[CH:6][CH:5]=1)([O-])=O.[H][H]>C(O)C.[Pd]>[NH2:1][C:4]1[C:9]2[C:10](=[O:15])[NH:11][S:12](=[O:14])(=[O:13])[C:8]=2[CH:7]=[CH:6][CH:5]=1

Participants

5

Reactant 2

HCID 217943664-Nitro-1H-1lambda~6~,2-benzothiazole-1,1,3(2H)-trioneHCID 178418361HCID 178418361, compound

Product 1

HCID 220611904-Amino-2,3-dihydro-1lambda6,2-benzothiazole-1,1,3-trione

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

3.0 gm (13 mmols) of 4-nitro-1,2-benzoisothiazol-3(2H)-one-1,1-dioxide were dissolved in 100 ml of ethanol. The solution was hydrogenated with hydrogen, using a palladium/animal charcoal catalyst. After filtration, evaporation and recrystallization from ethanol 2.3 gm (89.5% of theory) of the amino compound were obtained.

Workup

  1. filtrationAfter filtration, evaporation and recrystallization from ethanol 2.3 gm (89.5% of theory) of the amino compound
  2. customwere obtained

Sources & evidence

ORD record
ord-180388c9bc1e4ad089968bbeabdcf120
Source dataset
uspto-grants-1983_09
Patent number
US04404230

Reaction notes

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