HCID 178418361, compound → HCID 20300409, compound

HRID 1733159Notes

Reaction equation

HRID 1733159 reaction equation
[CH3:1][C:2]1[C:10]([CH3:11])=[C:9]([N+:12]([O-])=O)[C:5]2[NH:6][N:7]=[N:8][C:4]=2[CH:3]=1.[H][H]>C(O)C.[Pd]>[NH2:12][C:9]1[C:5]2[N:6]([CH:2]([CH2:10][CH3:9])[CH2:3][CH3:4])[N:7]=[N:8][C:4]=2[CH:3]=[C:2]([CH3:1])[C:10]=1[CH3:11]

Participants

5

Reactant 2

HCID 178418361HCID 178418361, compoundHCID 178422375HCID 178422375, compound

Product 1

HCID 20300409HCID 20300409, compoundYield 137.9%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

In a 1 liter Paar hydrogenator is added 3.0 grams of 5,6-dimethyl-7-nitrobenzotriazole in 250 milliliters of absolute ethanol along with 0.5 gram of 5% Pd/C. Hydrogen is introduced at about 40 psi and the reduction is accomplished without heating. The catalyst is removed by filtration and on evaporation of the solvent, 2.5 grams (94%) of the product is isolated, m.p. 114°-117° C. The analytical sample is recrystallized from n-hexane, m.p. 116°-120° C.

Workup

  1. temperaturewithout heating
  2. customThe catalyst is removed by filtration and on evaporation of the solvent

Sources & evidence

ORD record
ord-d4dbc0a22ba448099acb2df5f4ce5617
Source dataset
uspto-grants-1980_12
Patent number
US04240822

Reaction notes

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