4-[(3-Hydroxypropyl)amino]-3-nitrobenzonitrile → HCID 22349277, compound

HRID 590383Notes

Reaction equation

HRID 590383 reaction equation
[OH:1][CH2:2][CH2:3][CH2:4][NH:5][C:6]1[CH:13]=[CH:12][C:9]([C:10]#[N:11])=[CH:8][C:7]=1[N+:14]([O-])=O.[H][H]>CCO.[Pd]>[NH2:14][C:7]1[CH:8]=[C:9]([CH:12]=[CH:13][C:6]=1[NH:5][CH2:4][CH2:3][CH2:2][OH:1])[C:10]#[N:11]

Participants

5

Reactant 2

HCID 223493164-[(3-Hydroxypropyl)amino]-3-nitrobenzonitrile2×HCID 178418361HCID 178418361, compound

Product 1

HCID 22349277HCID 22349277, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A mixture of 1.12 g (5.06 mmol) of 4-[(3-hydroxypropyl)amino]-3-nitrobenzonitrile (Intermediate 11) and 26.94 mg of 10% Pd on charcoal in 39 ml of EtOH is shaken in an hydrogen atmosphere (14 psi) for 20 hr at rt. After filtration and evaporation 1.012 g of the pure title compound are obtained.

Workup

  1. filtrationAfter filtration and evaporation 1.012 g of the pure title compound
  2. customare obtained

Sources & evidence

ORD record
ord-7f0fa2850cae41bf99e336d1d9773f8e
Source dataset
uspto-grants-2016_01
Patent number
US09233108B2

Reaction notes

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