Pyridine → HCID 70225066, compound

HRID 1532504Notes

Reaction equation

HRID 1532504 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C1C=C([C:13]([O-:15])=[O:14])C(C(O[O-])=O)=CC=1.[Mg+2]>C(Cl)Cl.CO>[N+:1]1([O-:14])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:13](=[O:14])([OH:15])[NH2:1]

Participants

4

Reactant 2

HCID 1049PyridineHCID 10130449Monoperoxyphthalic Acid Magnesium Salt

Product 1

HCID 70225066HCID 70225066, compound

Reagents, catalysts & solvents 1

HCID 21226129Dichloromethane methanolSolvent

Procedure

To a solution of pyridine from Step 5 above (3.74 g, 5.66 mmol) in a CH2Cl2 MeOH mixture (180 mL/18 mL) was added 4.2 g (8.55 mmol) of MMPP in one portion. The resulting solution was stirred at room temperature for 5 h and purified directly by flash chromatography on silica gel (Gradient 100% CH2Cl2to 5% MeOH/CH2Cl2 to 5% (10% NH4OH/MeOH)/CH2Cl2) to afford 4 g of contaminated carbamate pyridine-N-oxide.

Workup

  1. custompurified directly by flash chromatography on silica gel (Gradient 100% CH2Cl2to 5% MeOH/CH2Cl2 to 5% (10% NH4OH/MeOH)/CH2Cl2)

Sources & evidence

ORD record
ord-6033cd522af747449651c902d2b4ea0e
Source dataset
uspto-grants-2001_03
Patent number
US06200993B1

Reaction notes

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