O-(2,4,6-Trimethylbenzenesulfonyl)hydroxylamine → 1-Amino-4-[(phenylmethyl)oxy]pyridinium 2,4,6-trimethylbenzenesulfonate

HRID 1159944Notes

Reaction equation

HRID 1159944 reaction equation
[NH2:1][O:2][S:3]([C:6]1[C:11]([CH3:12])=[CH:10][C:9]([CH3:13])=[CH:8][C:7]=1[CH3:14])(=[O:5])=[O:4].[C:15]1([CH2:21][O:22][C:23]2[CH:28]=[CH:27][N:26]=[CH:25][CH:24]=2)[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>C(Cl)Cl>[CH3:12][C:11]1[CH:10]=[C:9]([CH3:13])[CH:8]=[C:7]([CH3:14])[C:6]=1[S:3]([O-:5])(=[O:4])=[O:2].[NH2:1][N+:26]1[CH:27]=[CH:28][C:23]([O:22][CH2:21][C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=2)=[CH:24][CH:25]=1

Participants

4

Reactant 2

HCID 11830845O-(2,4,6-Trimethylbenzenesulfonyl)hydroxylamineHCID 123288284-(Benzyloxy)pyridine

Product 1

HCID 866187801-Amino-4-[(phenylmethyl)oxy]pyridinium 2,4,6-trimethylbenzenesulfonate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A solution of 2-[(aminooxy)sulfonyl]-1,3,5-trimethylbenzene (4.05 g, 18.8 mmol) in DCM (60 mL) was cooled to 0° C. 4-[(Phenylmethyl)oxy]pyridine (2.91 g, 15.7 mmol) in DCM (2 mL) was added dropwise. Following complete addition, the mixture was stirred at rt for 45 min. The reaction mixture was evaporated under reduced pressure to give crude white foam.

Workup

  1. additionaddition
  2. customThe reaction mixture was evaporated under reduced pressure
  3. customto give crude white foam

Sources & evidence

ORD record
ord-cef7e192d3b84e339fce7f47090bd9f6
Source dataset
uspto-grants-2010_10
Patent number
US07812022B2

Reaction notes

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