Trifluoroacetic acid → O-(2,4,6-Trimethylbenzenesulfonyl)hydroxylamine

HRID 717548Notes

Reaction equation

HRID 717548 reaction equation
FC(F)(F)C(O)=O.C(OC(=O)[NH:14][O:15][S:16]([C:19]1[C:24]([CH3:25])=[CH:23][C:22]([CH3:26])=[CH:21][C:20]=1[CH3:27])(=[O:18])=[O:17])(C)(C)C>>[NH2:14][O:15][S:16]([C:19]1[C:24]([CH3:25])=[CH:23][C:22]([CH3:26])=[CH:21][C:20]=1[CH3:27])(=[O:17])=[O:18]

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 3592851,1-Dimethylethyl (((2,4,6-trimethylphenyl)sulphonyl)oxy)carbamate

Product 1

HCID 11830845O-(2,4,6-Trimethylbenzenesulfonyl)hydroxylamine

Procedure

Trifluoroacetic acid (20 mL) was cooled to 0° C., then tert-butyl(mesitylsulfonyl)oxycarbamate (J; 6 g, 0.0189 mol) was added portion wise for 30 min. The reaction mixture was allowed to stir for 2 h at the same temperature. Ice cold water (150 mL) was added and the reaction mixture was stirred for 15 min to form a precipitate, which was filtered to get a solid compound. The solid was dried under vacuum to afford 2-[(aminooxy)sulfonyl]-1,3,5-trimethylbenzene. 1H NMR (400 MHz, CDCl3) δ 8.62 (s, 1H), 8.56 (s, 1H), 2.56 (s, 3H)

Workup

  1. stirringthe reaction mixture was stirred for 15 min
  2. customto form a precipitate, which
  3. filtrationwas filtered
  4. customto get a solid compound
  5. customThe solid was dried under vacuum

Sources & evidence

ORD record
ord-5ceeb858816c4bb6824b68e03e1b5ae3
Source dataset
uspto-grants-2015_11
Patent number
US09193724B2

Reaction notes

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