Glyoxylic Acid → (2-Chloroacetamido)(hydroxy)acetic acid

HRID 2419236Notes

Reaction equation

HRID 2419236 reaction equation
[C:1]([OH:5])(=[O:4])[CH:2]=[O:3].[Cl:6][CH2:7][C:8]([NH2:10])=[O:9]>>[Cl:6][CH2:7][C:8]([NH:10][CH:2]([OH:3])[C:1]([OH:5])=[O:4])=[O:9]

Participants

3

Reactant 2

HCID 760Glyoxylic AcidHCID 6580Chloroacetamide

Product 1

HCID 23257102(2-Chloroacetamido)(hydroxy)acetic acidYield 69%

Conditions

Temperature
50 °C

Procedure

740 g of an aqueous solution with 50% of glyoxylic acid (5 moles) are mixed with 514 g of chloracetamide (5.5 moles). The mixture is heated to 50° C, then the greater part of the water is removed under vacuum, 1200 g of acetic acid are added and it is cooled on ice. After filtration and drying, 475 g of product are obtained. The product concentrated under vacuum gives 112 g of a second crop, namely a total yield of 69%.

Workup

  1. customthe greater part of the water is removed under vacuum, 1200 g of acetic acid
  2. additionare added
  3. temperatureit is cooled on ice
  4. filtrationAfter filtration
  5. customdrying

Sources & evidence

ORD record
ord-deffc90884024958a8c8eb1439e4e673
Source dataset
uspto-grants-1978_08
Patent number
US04105690

Reaction notes

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