Hydrochloric Acid → 5-Amino-1-(2-hydroxyethyl)-4-nitrosopyrazole hydrochloride

HRID 1765462Notes

Reaction equation

HRID 1765462 reaction equation
CO[CH:3](OC)[C:4](=[N:7][OH:8])[C:5]#[N:6].[OH:11][CH2:12][CH2:13][NH:14][NH2:15].[ClH:16]>C(O)(C)C>[ClH:16].[NH2:6][C:5]1[N:14]([CH2:13][CH2:12][OH:11])[N:15]=[CH:3][C:4]=1[N:7]=[O:8]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 80172-HydrazinoethanolHCID 713615623,3-Dimethoxy-2-hydroxyiminopropionitrile

Product 1

HCID 184268805-Amino-1-(2-hydroxyethyl)-4-nitrosopyrazole hydrochlorideYield 87%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Conditions

Temperature
79.5 °C

Procedure

To a flask having an inner volume of 25 ml and equipped with a stirring device, a thermometer and a reflux condenser were charged 3.37 g (22 mmol) of 3,3-dimethoxy-2-hydroxyiminopropionitrile with a purity of 94.0% by weight synthesized in the same manner as in Example 1, 1.60 g (20 mmol) of 2-hydroxyethylhydrazine with a purity of 95% by weight, 9.6 ml of isopropyl alcohol and 2 ml (24 mmol) of conc. hydrochloric acid, and the mixture was reacted under reflux (79 to 80° C.) for one hour. After completion of the reaction, when the reaction mixture was analyzed by high performance liquid chromatography (absolute calibration curve method), it was found that 3.35 g of 5-amino-1-(2-hydroxyethyl)-4-nitrosopyrazole hydrochloride (Reaction yield: 86.9%) had been formed.

Workup

  1. customTo a flask having
  2. customan inner volume of 25 ml and equipped with a stirring device
  3. customthe mixture was reacted
  4. customAfter completion of the reaction, when the reaction mixture

Sources & evidence

ORD record
ord-57047009d3a84c6f8e49792a272e167a
Source dataset
uspto-grants-2007_06
Patent number
US07227032B2

Reaction notes

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