(2-Phenoxyethyl)hydrazine → 3-Amino-4-methyl-1-(4-chlorobenzyl)-pyrazol-5-one

HRID 1606283Notes

Reaction equation

HRID 1606283 reaction equation
Cl[C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[Cl:11])[CH2:5][NH:6][NH2:7].C1C2C(=CC=CC=2)C=C[C:13]=1[N:22](C)N.[O:25](CCNN)[C:26]1[CH:31]=[CH:30]C=CC=1>C(O)C>[NH2:22][C:13]1[NH:7][N:6]([CH2:5][C:4]2[CH:8]=[CH:9][C:10]([Cl:11])=[CH:2][CH:3]=2)[C:26](=[O:25])[C:31]=1[CH3:30]

Participants

5

Reactant 3

HCID 20217(2-Phenoxyethyl)hydrazineHCID 4133522-Naphthyl-methylhydrazineHCID 20495842(3,4-Dichlorobenzyl)hydrazine

Product 1

HCID 233343343-Amino-4-methyl-1-(4-chlorobenzyl)-pyrazol-5-one

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The compounds shown in the table which follows were prepared analogously to the procedure described in Example 17:No. Structural formula Recrystallization Yield, % Melting point from of theory °C__________________________________________________________________________18 Ethanol 54 147 From: 3,4-di-chlorobenzylhydrazine + (y)*19 Ethanol 43 120 From: 2-naphthyl-methylhydrazine + (y)*20 Ethanol 40 126 From: phenoxyethylhydrazine + (y)*__________________________________________________________________________ (y)* = β-amino-β-ethoxy-methacrylic acid ether ester?

Workup

  1. customfollows were prepared analogously to the procedure
  2. customStructural formula Recrystallization
  3. customYield

Sources & evidence

ORD record
ord-a85577c0b47b411789cc0d3e268a7622
Source dataset
uspto-grants-1976_04
Patent number
US03952008

Reaction notes

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