Benzylamine → Nicotinic acid benzylamide

HRID 1659658Notes

Reaction equation

HRID 1659658 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([CH:7]=[O:8])[CH:2]=1.[CH2:9]([NH2:16])[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.[OH-].[Pb+2].[OH-]>[Pt].CN(C)C=O>[CH2:9]([NH:16][C:7](=[O:8])[C:3]1[CH:4]=[CH:5][CH:6]=[N:1][CH:2]=1)[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

Participants

6

Reactant 3

HCID 7504BenzylamineHCID 103713-PyridinecarboxaldehydeHCID 9859601Lead hydroxide (Pb(OH)2)

Product 1

HCID 98499Nicotinic acid benzylamideYield 23%

Reagents, catalysts & solvents 2

HCID 23939PlatinumCatalystHCID 6228DimethylformamideSolvent

Procedure

In the same flask as in Example 1 were charged 2 g of pyridine-3-aldehyde, 5 g of benzylamine, 40 g of N,N-dimethylformamide and 3 g of a catalyst in which 5 percent by weight of platinum metal together with lead hydroxide with an atomic ratio of Pt to Pb being 1 to 1 had been supported on alumina. The reaction was conducted at a reaction temperature of 25° C. by introducing air into the flask at a rate of 6 l/hour for 2 hours to give nicotinic acid benzylamide at a yield of 23%.

Workup

  1. customwas conducted at a reaction temperature of 25° C.
  2. additionby introducing air into the flask at a rate of 6 l/hour for 2 hours

Sources & evidence

ORD record
ord-73038a24903c428993ffaf405afd5e10
Source dataset
uspto-grants-1981_12
Patent number
US04304937

Reaction notes

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