1,4-Dioxane → HCID 12883870, compound

HRID 128404Notes

Reaction equation

HRID 128404 reaction equation
[C:1]([NH:5][N:6]=[CH:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[Cl:14])(=[O:4])[CH2:2][OH:3].[O:15]1CCOC[CH2:16]1>[H][H].[Pd]>[Cl:14][C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=1[CH2:7][NH:6][NH:5][C:1](=[O:4])[CH2:2][OH:3].[OH:3][CH2:2][C:1]1[O:4][C:16](=[O:15])[N:6]([CH2:7][C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=2[Cl:14])[N:5]=1

Participants

6

Reactant 2

HCID 312751,4-DioxaneHCID 682234HCID 682234, compound

Product 2

HCID 12883870HCID 12883870, compoundHCID 23469705HCID 23469705, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 178418361HCID 178418361, compoundSolvent

Procedure

1-(2-Chlorobenzyl)-2-glycolyl-hydrazine is prepared by reducing 2-chlorobenzaldehyde glycolylhydrazone (41.5 g), dissolved in dioxane (415 cc), with hydrogen in the presence of palladium on charcoal in an autoclave, under hydrogen at a pressure of 15 kg/cm2, at a temperature of between 20° and 60° C. After filtration and concentration, 2-hydroxymethyl-4-(2-chlorobenzyl)-1,3,4-oxadiazolin-5-one (38 g) is obtained.

Workup

  1. filtrationAfter filtration and concentration

Sources & evidence

ORD record
ord-cdd8ad48579c44c0ae4f6ffa69098b73
Source dataset
uspto-grants-1981_03
Patent number
US04259497

Reaction notes

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