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

HRID 1765461

Reaction equation

HRID 1765461 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>[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 91.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
76.5 °C

Procedure

To a flask having an inner volume of 200 ml and equipped with a stirring device, a thermometer and a reflux condenser were charged 16.86 g (110 mmol) of 3,3-dimethoxy-2-hydroxyiminopropionitrile with a purity of 94.0% by weight synthesized in the same manner as in Example. 1, 8.02 g (100 mmol) of 2-hydroxyethylhydrazine with a purity of 95% by weight, 100 ml of ethanol and 10 ml (120 mmol) of conc. hydrochloric acid, and the mixture was reacted under reflux (76 to 77° 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 17.62 g of 5-amino-1-(2-hydroxyethyl)-4-nitrosopyrazole hydrochloride (Reaction yield: 91.5%) had been formed.

Workup

  1. customTo a flask having
  2. customan inner volume of 200 ml and equipped with a stirring device
  3. customAfter completion of the reaction, when the reaction mixture

Sources & evidence

ORD record
ord-b2bd86f718404b7681c259d03e5c802a
Source dataset
uspto-grants-2007_06
Patent number
US07227032B2

Linked notes

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