2-(5-Amino-3-methyl-1H-pyrazol-1-yl)ethan-1-ol → HCID 18769508, compound

HRID 1085153Notes

Reaction equation

HRID 1085153 reaction equation
[NH2:1][C:2]1[N:6]([CH2:7][CH2:8][OH:9])[N:5]=[C:4]([CH3:10])[CH:3]=1.[N:11]([O-])=[O:12].[Na+]>O.C(O)(=O)C>[NH2:1][C:2]1[N:6]([CH2:7][CH2:8][OH:9])[N:5]=[C:4]([CH3:10])[C:3]=1[N:11]=[O:12]

Participants

5

Reactant 2

HCID 50183732-(5-Amino-3-methyl-1H-pyrazol-1-yl)ethan-1-olHCID 23668193Sodium Nitrite

Product 1

HCID 18769508HCID 18769508, compoundYield 70.5%

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 962WaterSolvent2×

Conditions

Temperature
0 °C

Procedure

5-Amino-1-(2-hydroxyethyl)-3-methylpyrazole (Bull. soc. chim. France, 255 (1975)) (1.41 g, 10 mmoles) was dissolved in a mixture of water (7 ml) and glacial acetic acid (1.4 ml). Sodium nitrite (0.8 g, 11.6 mmoles) in water (7 ml) was added dropwise over 0.5 hour at 0° C. The red solution was stirred at 0° C., and after 1 hour, the solid which had precipitated was filtered off and dried in vacuo giving the title compound as a red solid (1.2 g, 70%).

Workup

  1. customthe solid which had precipitated
  2. filtrationwas filtered off
  3. customdried in vacuo

Sources & evidence

ORD record
ord-5420991c7e764b339101488f55befec4
Source dataset
uspto-grants-1991_04
Patent number
US05008263

Reaction notes

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