beta-Aminobeta-ethoxyacrylic acid ethyl ester → 3-Amino-1-(4-fluorobenzyl)-pyrazol-5-one

HRID 460886

Reaction equation

HRID 460886 reaction equation
C([O:3][C:4](=O)[CH:5]=[C:6]([NH2:10])OCC)C.[F:12][C:13]1[CH:21]=[CH:20][C:16]([CH2:17][NH:18][NH2:19])=[CH:15][CH:14]=1>C(O)C>[NH2:10][C:6]1[NH:19][N:18]([CH2:17][C:16]2[CH:20]=[CH:21][C:13]([F:12])=[CH:14][CH:15]=2)[C:4](=[O:3])[CH:5]=1

Participants

4

Reactant 2

HCID 278451beta-Aminobeta-ethoxyacrylic acid ethyl esterHCID 15163346(4-Fluorobenzyl)hydrazine

Product 1

HCID 203671853-Amino-1-(4-fluorobenzyl)-pyrazol-5-one

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

17.5 g of β-amino-β-ethoxyacrylic acid ethyl ester and 13 g of 4-fluorobenzylhydrazine, on stirring for 5 hours in ethanol at 60° and working up as described in Example 1, yield 13.2 g of the compound identified above as colorless crystals of melting point 148°, corresponding to 63% of theory.

Sources & evidence

ORD record
ord-698fa614f0434ffcaefd80daadc91bad
Source dataset
uspto-grants-1977_12
Patent number
US04061653

Linked notes

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