4-nitro-3-(trifluoromethyl)benzenesulfonamide → HCID 21482732, compound

HRID 1288307Notes

Reaction equation

HRID 1288307 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([S:10]([NH2:13])(=[O:12])=[O:11])=[CH:6][C:5]=1[C:14]([F:17])([F:16])[F:15])([O-])=O.[H][H]>[Ru].C(O)C>[NH2:1][C:4]1[CH:9]=[CH:8][C:7]([S:10]([NH2:13])(=[O:11])=[O:12])=[CH:6][C:5]=1[C:14]([F:17])([F:15])[F:16]

Participants

5

Reactant 2

HCID 27784064-nitro-3-(trifluoromethyl)benzenesulfonamideHCID 178418361HCID 178418361, compound2×

Product 1

HCID 21482732HCID 21482732, compound

Reagents, catalysts & solvents 2

HCID 23950RutheniumCatalystHCID 702EthanolSolvent

Procedure

1.0 G. of 4-nitro-3-trifluoromethylbenzenesulfonamide is hydrogenated over 5% Ruthenium on charcoal in 20 ml. of absolute ethanol at room temperature under 40 lbs. of hydrogen for 5 hours. The hydrogen uptake is 100% of theory. The mixture is filtered, evaporated and dried affording 0.87 g. of crude solid. This material is recrystallized from toluene affording 0.75 g. of 4-amino-3-trifluoromethylbenzenesulfonamide, m.p. 150° to 151° C.

Workup

  1. customat room temperature
  2. filtrationThe mixture is filtered
  3. customevaporated
  4. customdried
  5. customaffording 0.87 g
  6. customThis material is recrystallized from toluene affording 0.75 g

Sources & evidence

ORD record
ord-caf80078ef27423ebbba1078e8e7c7fa
Source dataset
uspto-grants-1976_10
Patent number
US03987199

Reaction notes

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