Formic Acid → Methanesulfonate

HRID 270376Notes

Reaction equation

HRID 270376 reaction equation
[CH3:1][S:2]([OH:5])(=[O:4])=[O:3].[CH:6]([OH:8])=[O:7].CC([N:12](C)C)=O>>[CH:6]([O:8][NH2:12])=[O:7].[CH3:1][S:2]([O-:5])(=[O:4])=[O:3]

Participants

5

Procedure

A solution of 0.25 mmol (1 equivalent) of the corresponding methanesulfonic acid in 0.7 ml dry DMA was treated with a solution of 0.5 mmol (2 equivalents) of the corresponding secondary amine in 0.15 ml dry DMA at room temperature. After 16 h, 2 equivalents of secondary amine were added again to the solution. The reaction mixture was allowed to stand over night at room temperature, treated with 0.2 ml formic acid and purified by preparative HPLC [RP-18, acetonitrile (0.1% HCOOH)/water (0.1% HCOOH), 10% to 95% acetonitrile]. After evaporation, the product was obtained as a mixture of amino formate and methanesulfonate.

Workup

  1. waitto stand over night at room temperature
  2. custompurified by preparative HPLC [RP-18, acetonitrile (0.1% HCOOH)/water (0.1% HCOOH), 10% to 95% acetonitrile]
  3. customAfter evaporation

Sources & evidence

ORD record
ord-50b986a207bf4c48b77b020fb7c3744c
Source dataset
uspto-grants-2008_11
Patent number
US07449483B2

Reaction notes

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