Hydrogen Peroxide → 6-(Methylsulfinyl)imidazo[1,2-a]pyridine-2-carbamic acid, methyl ester

HRID 27415Notes

Reaction equation

HRID 27415 reaction equation
[CH3:1][S:2][C:3]1[CH:4]=[CH:5][C:6]2[N:7]([CH:9]=[C:10]([NH:12][C:13]([O:15][CH3:16])=[O:14])[N:11]=2)[CH:8]=1.[OH:17]O>CC(O)=O>[CH3:1][S:2]([C:3]1[CH:4]=[CH:5][C:6]2[N:7]([CH:9]=[C:10]([NH:12][C:13]([O:15][CH3:16])=[O:14])[N:11]=2)[CH:8]=1)=[O:17]

Participants

4

Reactant 2

HCID 784Hydrogen PeroxideHCID 867372006-(Methylthio)imidazo[1,2-a]pyridine-2-carbamic acid, methyl ester

Product 1

HCID 867371996-(Methylsulfinyl)imidazo[1,2-a]pyridine-2-carbamic acid, methyl ester

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A suspension of 6-(methylthio)imidazo[1,2-a]pyridine-2-carbamic acid, methyl ester (prepared as described in Example 1) (0.447 mol) in 2700 ml of HOAc is treated dropwise with 535 ml of 30% H2O2. The suspension is stirred until a solution is obtained (~5 hours) and then poured into 8 l. of ice water. The product is collected by filtration and dried.

Workup

  1. customis obtained (~5 hours)
  2. additionpoured into 8 l
  3. filtrationThe product is collected by filtration
  4. customdried

Sources & evidence

ORD record
ord-d25ac9d2d7974aa2ba67cdb206b026c0
Source dataset
uspto-grants-1980_09
Patent number
US04221796

Reaction notes

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