Hydrazine hydrate (1:1) → HCID 178494541, compound

HRID 1393660Notes

Reaction equation

HRID 1393660 reaction equation
O.[NH2:2][NH2:3].[CH3:4][O:5][CH2:6][C:7](=O)[CH2:8][C:9]#[N:10]>C(O)C>[CH3:4][O:5][CH2:6][C:7]1[CH:8]=[C:9]([NH2:10])[NH:2][N:3]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 230919664-Methoxy-3-oxobutanenitrile

Product 1

HCID 178494541HCID 178494541, compoundYield 53%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Hydrazine monohydrate (0.49 ml) was added to a solution of the thus obtained 4-methoxy-3-oxobutyronitrile (1.14 g) in ethanol (50 ml), and refluxed for 17 hours. The reaction mixture was cooled to room temperature and concentrated under reduced pressure. The residue was purified by column chromatography (eluting solvent; dichloromethane:methanol 50:1) to give 5-methoxymethyl-2H-pyrazol-3-ylamine (684 mg, Y.:53%).

Workup

  1. temperaturerefluxed for 17 hours
  2. concentrationconcentrated under reduced pressure
  3. customThe residue was purified by column chromatography (eluting solvent; dichloromethane:methanol 50:1)

Sources & evidence

ORD record
ord-11d669950caf4422852396717673ec6e
Source dataset
uspto-grants-2008_03
Patent number
US07345180B2

Reaction notes

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