Basic information Safety Supplier Related

4-(Hydroxyamino)-4-oxobutanoic acid

Basic information Safety Supplier Related

4-(Hydroxyamino)-4-oxobutanoic acid Basic information

Product Name:
4-(Hydroxyamino)-4-oxobutanoic acid
Synonyms:
  • 3-(Hydroxyaminocarbonyl)propionic acid
  • 4-(Hydroxyamino)-4-oxobutanoic acid
  • N-Hydroxysuccinamidic acid
  • Butanoic acid, 4-(hydroxyamino)-4-oxo-
  • Tofacitinib Impurity 208
CAS:
4743-99-1
MF:
C4H7NO4
MW:
133.1
EINECS:
225-255-7
Mol File:
4743-99-1.mol
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4-(Hydroxyamino)-4-oxobutanoic acid Chemical Properties

Melting point:
82-86 °C(Solv: acetonitrile (75-05-8))
Density 
1.436±0.06 g/cm3(Predicted)
storage temp. 
Inert atmosphere,Store in freezer, under -20°C
pka
5.28±0.10(Predicted)
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4-(Hydroxyamino)-4-oxobutanoic acid Usage And Synthesis

Preparation

To a refluxing solution of 5.0 gm (0.05 mole) of succinic anhydride in 100 ml of benzene is added a solution of 6.3 gm (0.05 mole) of O-ben- zylhydroxylamine in 20 ml of benzene. As soon as the addition has been completed, the reaction mixture is cooled, and the precipitated product is separated. Upon recrystallization from a benzene-methyl ethyl ketone mixture, 7.6 gm (68.2%) of N-benzyloxysuccinamic acid, m.p. 95-96°C isolated.
A suspension of 4.3 gm (0.0193 mole) of this intermediate and a stron- tium carbonate catalyst containing 5% palladium in methyl ethyl ketone is hydrogenated. Upon working up the reaction mixture, 1.45 gm (56.7%) of succinomonohydroxamic acid, m.p. 95-96°C is isolated.

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