Pyridine → HCID 54337256, compound

HRID 1007072Notes

Reaction equation

HRID 1007072 reaction equation
[CH2:1]([NH2:19])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18].[N:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1.[C:26](Cl)(=[O:30])[C:27](Cl)=[O:28]>O1CCCC1>[CH3:18][CH2:17][CH2:16][CH2:15][CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2][CH2:1][NH:19][C:27]([C:26]([NH:20][CH2:25][CH2:24][CH2:23][CH2:22][CH2:21][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2][CH3:1])=[O:30])=[O:28]

Participants

5

Reactant 3

HCID 1049PyridineHCID 15793OctadecylamineHCID 65578Oxalyl chloride

Product 1

HCID 54337256HCID 54337256, compoundYield 35%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

To a solution of 53.5 g of stearylamine and 15.7 g of pyridine in 599.2 g of tetrahydrofuran was added under room temperature a solution of 12.0 g of oxalyl chloride in 120.0 g of tetrahydrofuran dropwise. After stirring, the mixture was stirred at room temperature for 5 hours. The deposited crystal was filtrated, washed with water and re-crystallized from toluene, to obtain 19.6 g of the intended compound.

Workup

  1. stirringthe mixture was stirred at room temperature for 5 hours
  2. filtrationThe deposited crystal was filtrated
  3. washwashed with water
  4. customre-crystallized from toluene

Sources & evidence

ORD record
ord-e0458eff85ef4602b5827d4045c46f90
Source dataset
uspto-grants-2004_09
Patent number
US06794334B2

Reaction notes

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