HCID 66823272, compound → HCID 66823322, compound

HRID 2367658Notes

Reaction equation

HRID 2367658 reaction equation
[CH3:1][N:2]([CH3:14])[C:3]1[CH:4]=[C:5]([CH:8]=[CH:9][C:10]=1[N+:11]([O-])=O)[C:6]#[N:7].[H][H]>[Pd].CO>[NH2:11][C:10]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[CH:4][C:3]=1[N:2]([CH3:14])[CH3:1]

Participants

5

Reactant 2

HCID 66823272HCID 66823272, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 66823322HCID 66823322, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To 16 g (84 mmol) of 3-(dimethylamino)-4-nitrobenzonitrile was added 1 g of palladium on carbon (10%, w/w) and 100 mL of methanol. The mixture was saturated with hydrogen and stirred at room temperature overnight. The palladium on carbon was then filtered off Concentration of the filtration gave 12.8 of a dark-red solid as the desired product. MS ESI (m/z) 162 (M+1)+.

Workup

  1. filtrationThe palladium on carbon was then filtered off
  2. filtrationConcentration of the filtration

Sources & evidence

ORD record
ord-9e934dabf49145b58fb32cc170fd30b5
Source dataset
uspto-grants-2014_04
Patent number
US08697875B2

Reaction notes

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