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2-Hydrazinoethanol → 3-(2-Hydroxyethyl)hydrazono-2-hydroxyiminopropionitrile

HRID 854116
Notes
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Reaction equation

HRID 854116 reaction equation
[OH:1][N:2]=[C:3]([CH:6]=O)[C:4]#[N:5].[OH:8][CH2:9][CH2:10][NH:11][NH2:12]>CO>[OH:8][CH2:9][CH2:10][NH:11][N:12]=[CH:6][C:3](=[N:2][OH:1])[C:4]#[N:5]
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 80172-HydrazinoethanolHCID 198649192-Hydroxyimino-3-oxopropionitrile

Product 1

HCID 1363755893-(2-Hydroxyethyl)hydrazono-2-hydroxyiminopropionitrileYield 99%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
5 °C

Procedure

In a similar apparatus used in Example 1 were charged 0.98 g (10 mmol) of 2-hydroxyimino-3-oxopropionitrile synthesized by the same method as in Example 1 and 6 ml of methanol, and the mixture was cooled to 5° C. while stirring. Then, 0.80 g (10 mmol) of 95% by weight 2-hydroxyethylhydrazine was added to the mixture at the same temperature, and reacted at room temperature for 1 hour. After completion of the reaction, the reaction mixture was concentrated under reduced pressure, hexane was added to the concentrate, the resulting mixture was filtered and dried under reduced pressure to give 1.55 g (isolation yield: 99%) of 3-(2-hydroxyethyl)hydrazono-2-hydroxyiminopropionitrile as dark brownish solid.

Workup

  1. customreacted at room temperature for 1 hour
  2. customAfter completion of the reaction
  3. concentrationthe reaction mixture was concentrated under reduced pressure, hexane
  4. additionwas added to the concentrate
  5. filtrationthe resulting mixture was filtered
  6. customdried under reduced pressure

Sources & evidence

ORD record
ord-a3df4c264162493188a6bed6b7109c37
Source dataset
uspto-grants-2007_08
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07256304B2

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes