(Phenylmethyl)hydrazine → 5-amino-1-benzyl-1H-pyrazole-4-carbonitrile

HRID 464106Notes

Reaction equation

HRID 464106 reaction equation
C(O[CH:4]=[C:5]([C:8]#[N:9])[C:6]#[N:7])C.[CH2:10]([NH:17][NH2:18])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.C(OCC)(=O)C.CCCCCC>C(O)C>[NH2:9][C:8]1[N:17]([CH2:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[N:18]=[CH:4][C:5]=1[C:6]#[N:7]

Participants

5

Reactant 3

HCID 11157(Phenylmethyl)hydrazineHCID 671522-(Ethoxymethylene)propanedinitrileHCID 21226206Ethyl acetate hexane

Product 1

HCID 6601475-amino-1-benzyl-1H-pyrazole-4-carbonitrile

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A procedure analogous to that described in Example 1 was followed except 1.55 g (12.7 mM) of ethoxymethylene malononitrile was added to 1.70 g (13.9 mM) of benzylhydrazine in ethanol. Following completion of the reaction 0.82 g (33%) of the product was obtained as a tan solid; tlc, Rf =0.24, silica gel, ethyl acetate:hexane (1:1).

Workup

  1. customwas obtained as a tan solid

Sources & evidence

ORD record
ord-cb0f671da4b8429eacbd05ddb6ba7e30
Source dataset
uspto-grants-1985_10
Patent number
US04546104

Reaction notes

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