Acetic Acid → 2-Cyano-7-methoxybenzofuran-4-carboxylic acid

HRID 2084816Notes

Reaction equation

HRID 2084816 reaction equation
[C:1]([C:3]1[O:4][C:5]2[C:6](=[C:8]([CH:14]=[O:15])[CH:9]=[CH:10][C:11]=2[O:12][CH3:13])[CH:7]=1)#[N:2].C(O)(=[O:18])C.S(=O)(=O)(O)N.Cl([O-])=O.[Na+]>O>[C:1]([C:3]1[O:4][C:5]2[C:6](=[C:8]([C:14]([OH:18])=[O:15])[CH:9]=[CH:10][C:11]=2[O:12][CH3:13])[CH:7]=1)#[N:2]

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 5987Sulfamic AcidHCID 227342992-Cyano-7-methoxybenzofuran-4-carbaldehydeHCID 23668197Sodium Chlorite

Product 1

HCID 227341122-Cyano-7-methoxybenzofuran-4-carboxylic acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of Compound IIi (0.2 g) obtained in Reference Example 9, a 80% aqueous solution (2 ml) of acetic acid, sulfamic acid (0.145 g), and a 80% aqueous solution (0.084 g) of sodium chlorite was stirred at room temperature one night. The mixture was diluted with water, and then the precipitated solid was collected by filtration and dried to give Compound IIab (0.259 g, 83%) as white crystals.

Workup

  1. customobtained in Reference Example 9
  2. filtrationthe precipitated solid was collected by filtration
  3. customdried
  4. customto give Compound IIab (0.259 g, 83%) as white crystals

Sources & evidence

ORD record
ord-2e13650f45cf4fb1875be7e20ba527b4
Source dataset
uspto-grants-2004_04
Patent number
US06716987B1

Reaction notes

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