4-(Trifluoromethyl)pyridine → 1-Amino-4-trifluoromethylpyridinium 2,4,6-trimethylbenzenesulfonate

HRID 1843117Notes

Reaction equation

HRID 1843117 reaction equation
[F:1][C:2]([F:10])([F:9])[C:3]1[CH:8]=[CH:7][N:6]=[CH:5][CH:4]=1.[C:11]1([CH3:24])[CH:16]=[C:15]([CH3:17])[CH:14]=[C:13]([CH3:18])[C:12]=1[S:19]([O:22][NH2:23])(=[O:21])=[O:20]>C(Cl)Cl>[CH3:18][C:13]1[CH:14]=[C:15]([CH3:17])[CH:16]=[C:11]([CH3:24])[C:12]=1[S:19]([O-:22])(=[O:21])=[O:20].[NH2:23][N+:6]1[CH:7]=[CH:8][C:3]([C:2]([F:10])([F:9])[F:1])=[CH:4][CH:5]=1

Participants

4

Reactant 2

HCID 1380554-(Trifluoromethyl)pyridineHCID 11830845O-(2,4,6-Trimethylbenzenesulfonyl)hydroxylamine

Product 1

HCID 866713661-Amino-4-trifluoromethylpyridinium 2,4,6-trimethylbenzenesulfonate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 4-trifluoromethylpyridine (2.23 g, 15.2 mmol) in CH2Cl2 (66 mL) at 0° C., O-(mesitylsulfonyl)hydroxylamine (3.27 g, 15.2 mmol) was added. The reaction mixture was stirred at room temperature for 18 h. The reaction mixture was filtered to afford the desired product with quantitative yield.

Workup

  1. filtrationThe reaction mixture was filtered

Sources & evidence

ORD record
ord-19cbd1eae1d948a99e78af11fe066759
Source dataset
uspto-grants-2015_02
Patent number
US08946257B2

Reaction notes

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