Sulfuric Acid → 4,5-Diamino-1-(2-hydroxyethyl)pyrazole sulfate

HRID 1247788

Reaction equation

HRID 1247788 reaction equation
[NH2:1][C:2]1[N:6]([CH2:7][CH2:8][OH:9])[N:5]=[CH:4][C:3]=1[N:10]=O.[S:12](=[O:16])(=[O:15])([OH:14])[OH:13]>[Pd].O>[S:12](=[O:14])(=[O:13])([OH:16])[OH:15].[NH2:10][C:3]1[CH:4]=[N:5][N:6]([CH2:7][CH2:8][OH:9])[C:2]=1[NH2:1]

Participants

5

Reactant 2

HCID 1118Sulfuric AcidHCID 101490141H-Pyrazole-1-ethanol, 5-amino-4-nitroso-

Product 1

HCID 116731484,5-Diamino-1-(2-hydroxyethyl)pyrazole sulfate

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 962WaterSolvent

Procedure

A solution of 5-amino-1-(2-hydroxyethyl)-4-nitrosopyrazole (97 g) in a mixed solvent of sulfuric acid (34 ml) and water (2000 ml) was treated with 10% palladium on carbon (10 g) under a hydrogen atmosphere at room temperature for 4 days. After the catalyst was filtered off, the filtrate was concentrated in vacuo. The residue was triturated with methanol and dried in vacuo to give 4,5-diamino-1-(2-hydroxyethyl)pyrazole sulfuric acid salt (90.2 g) as a solid.

Workup

  1. filtrationAfter the catalyst was filtered off
  2. concentrationthe filtrate was concentrated in vacuo
  3. customThe residue was triturated with methanol
  4. customdried in vacuo

Sources & evidence

ORD record
ord-bf3e239bfe704c928fd15c7ee1f8a9f2
Source dataset
uspto-grants-2006_10
Patent number
US07129232B2

Linked notes

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