2-Nitrotoluene → Hydrazine, 1,2-bis(2-methylphenyl)-

HRID 354615Notes

Reaction equation

HRID 354615 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[CH3:10])([O-])=O>C(O)C>[CH3:10][C:5]1[C:4]([NH:1][NH:1][C:4]2[C:5]([CH3:10])=[CH:6][CH:7]=[CH:8][CH:9]=2)=[CH:9][CH:8]=[CH:7][CH:6]=1

Participants

3

Reactant 1

HCID 69442-Nitrotoluene

Product 1

HCID 69234Hydrazine, 1,2-bis(2-methylphenyl)-Yield 48%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The identical reduction of o-nitrotoluene as described in Example 3 was performed only the ethanol was eliminated. This reduction resulted in the isolation of a 48% yield of o-hydrazotoluene. Although the o-hydrazotoluene has a good solubility in tetrahydrofuran, the absence of ethanol prohibits the necessary level of sodium hydroxide from being dissolved in the reactive phase.

Sources & evidence

ORD record
ord-e09209f8f04a479ea087e9d9e99d0b36
Source dataset
uspto-grants-1983_03
Patent number
US04375559

Reaction notes

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