Water → 5-Amino-1-(2-hydroxyethyl)-4-nitrosopyrazole hydrogen sulfate

HRID 1765460

Reaction equation

HRID 1765460 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].O.[S:17](=[O:21])(=[O:20])([OH:19])[OH:18]>CO>[S:17]([OH:21])([OH:20])(=[O:19])=[O:18].[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

6

Reactant 4

HCID 962WaterHCID 1118Sulfuric AcidHCID 80172-HydrazinoethanolHCID 713615623,3-Dimethoxy-2-hydroxyiminopropionitrile

Product 1

HCID 229351785-Amino-1-(2-hydroxyethyl)-4-nitrosopyrazole hydrogen sulfateYield 88.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
66.5 °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 1.47 g (10.0 mmol) of 3,3-dimethoxy-2-hydroxyiminopropionitrile with a purity of 98.1% by weight synthesized in the same manner as in Example 1, 0.84 g (10.5 mmol) of 2-hydroxyethylhydrazine with a purity of 95% by weight, 0.54 ml of water, 10 ml of methanol and 1.18 g (12.0 mmol) of conc. sulfuric acid, and the mixture was reacted under reflux (66 to 67° C.) for 3 hours. After completion of the reaction, when the reaction mixture was analyzed by high performance liquid chromatography (absolute calibration curve method), it was found that 2.24 g of 5-amino-1-(2-hydroxyethyl)-4-nitrosopyrazole hydrogen sulfate (Reaction yield: 88.2%) 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-365f817be58c4a2383ad787805fc15d8
Source dataset
uspto-grants-2007_06
Patent number
US07227032B2

Linked notes

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