HCID 14835675, compound → HCID 14835676, compound

HRID 1709243Notes

Reaction equation

HRID 1709243 reaction equation
[CH3:1][O:2][CH:3]([O:14][CH3:15])[C:4]1[CH:5]=[C:6]([CH:11]=[CH:12][CH:13]=1)[C:7]([NH:9][NH2:10])=[O:8].[CH:16]([O-])([O-])OC>>[CH3:15][O:14][CH:3]([O:2][CH3:1])[C:4]1[CH:5]=[C:6]([C:7]2[O:8][CH:16]=[N:10][N:9]=2)[CH:11]=[CH:12][CH:13]=1

Participants

3

Reactant 2

HCID 14835675HCID 14835675, compoundHCID 53629101Methylorthoformate

Product 1

HCID 14835676HCID 14835676, compoundYield 61.4%

Procedure

2.1 g of 3-dimethoxymethylbenzhydrazide and 12.7 g of methyl orthoformate were reacted at atmospheric pressure for 24 hours while distilling off the methanol formed. Excessive methyl orthoformate was removed by distillation under reduced pressure. The residue was purified by a column chromatography (eluant: n-hexane/ethyl acetate=3/1) to obtain 1.35 g of colorless oily 2-(3-dimethoxymethylphenyl)-1,3,4-oxadiazole.

Workup

  1. distillationwhile distilling off the methanol
  2. customformed
  3. customExcessive methyl orthoformate was removed by distillation under reduced pressure
  4. customThe residue was purified by a column chromatography (eluant: n-hexane/ethyl acetate=3/1)

Sources & evidence

ORD record
ord-4d560382b83a44feb0a329157b3c91ab
Source dataset
uspto-grants-1990_08
Patent number
US04948796

Reaction notes

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