Hydrochloric Acid → 1H-Pyrazole-1-ethanol, 5-amino-4-nitroso-

HRID 1247787

Reaction equation

HRID 1247787 reaction equation
[NH2:1][C:2]1[N:6]([CH2:7][CH2:8][OH:9])[N:5]=[CH:4][CH:3]=1.Cl.[N:11](OCCC(C)C)=[O:12]>C(O)C>[NH2:1][C:2]1[N:6]([CH2:7][CH2:8][OH:9])[N:5]=[CH:4][C:3]=1[N:11]=[O:12]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 8053Isoamyl NitriteHCID 3202812-(5-amino-1H-pyrazol-1-yl)ethan-1-ol

Product 1

HCID 101490141H-Pyrazole-1-ethanol, 5-amino-4-nitroso-Yield 51.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 5-amino-1-(2-hydroxyethyl)pyrazole (6.35 g) in a mixed solvent of ethanol (25 ml) and concentrated hydrochloric acid (0.035 ml) was added dropwise isoamyl nitrite (7.03 g). The mixture was stirred at room temperature for 17 hours. The crystalline residue was collected by filtration and dried in vacuo to give 5-amino-1-(2-hydroxyethyl)-4-nitrosopyrazole (4.0 g) as a solid.

Workup

  1. filtrationThe crystalline residue was collected by filtration
  2. customdried in vacuo

Sources & evidence

ORD record
ord-caef93d0f1284e4084569b09d22d8d2d
Source dataset
uspto-grants-2006_10
Patent number
US07129232B2

Linked notes

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