3,4-Dihydroxybenzaldehyde → HCID 73654205, compound

HRID 2081180Notes

Reaction equation

HRID 2081180 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[OH:10])[CH:5]=[O:6].Cl.[NH2:12][OH:13].[C-:14]#[N:15].[Na+]>>[OH2:1].[OH:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[OH:10])[CH:5]([OH:6])[C:14](=[N:12][OH:13])[NH2:15]

Participants

4

Reactant 3

HCID 87683,4-DihydroxybenzaldehydeHCID 8929Sodium CyanideHCID 443297Hydroxyamine hydrochloride

Product 1

HCID 73654205HCID 73654205, compoundYield 36%

Conditions

Temperature
0 °C

Procedure

Seven and eight-tenths grams of 3,4-dihydroxybenzaldehyde were added to 100 ml. of an aqueous solution held at -15° C. containing 7.8 g. of hydroxylamine hydrochloride and 5.5 g. of sodium cyanide. The reaction mixture was stirred overnight at about 0° C. and then filtered. Four g. of 3,4-dihydroxymandelamidoxime monohydrate formed in the above reaction were obtained melting at 151° C. with decomposition (after loss of water of crystallization at about 120° C.) yield=36%

Workup

  1. customheld at -15° C.
  2. additioncontaining 7.8 g
  3. filtrationfiltered

Sources & evidence

ORD record
ord-4483e291a7f2432eb59764537ab03034
Source dataset
uspto-grants-1993_02
Patent number
US05183828

Reaction notes

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