3,4-Dimethylpyridine → HCID 15030142, compound

HRID 653794Notes

Reaction equation

HRID 653794 reaction equation
[Br:1][CH2:2][C:3]1[CH:8]=[CH:7][C:6]([N:9]([CH2:13][C:14]2[CH:19]=[CH:18][C:17]([O:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH3:34])=[CH:16][CH:15]=2)[C:10](=[O:12])[CH3:11])=[CH:5][CH:4]=1.[N:35]1[CH:40]=[CH:39][C:38]([CH3:41])=[C:37]([CH3:42])[CH:36]=1>C(#N)C>[Br-:1].[C:10]([N:9]([CH2:13][C:14]1[CH:19]=[CH:18][C:17]([O:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH3:34])=[CH:16][CH:15]=1)[C:6]1[CH:7]=[CH:8][C:3]([CH2:2][N+:35]2[CH:40]=[CH:39][C:38]([CH3:41])=[C:37]([CH3:42])[CH:36]=2)=[CH:4][CH:5]=1)(=[O:12])[CH3:11]

Participants

4

Reactant 2

HCID 114173,4-DimethylpyridineHCID 11756779HCID 11756779, compound

Product 1

HCID 15030142HCID 15030142, compoundYield 72.1%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A mixture of 1.5 g of N-[4-(bromomethyl)phenyl]-N-[[4-(tetradecyloxy)phenyl]methyl]acetamide and 908.82 mg of 3,4-lutidine in 25 ml of acetonitrile is refluxed for 5 hours. The solvent is evaporated, the residue stirred with ether and the solid collected by centrifugation. The solid is washed with ether and vacuum dried to give 1.3 g of the desired product as a gummy solid, m.p. 124°-127° C.

Workup

  1. temperatureis refluxed for 5 hours
  2. customThe solvent is evaporated
  3. customthe solid collected by centrifugation
  4. washThe solid is washed with ether and vacuum
  5. customdried

Sources & evidence

ORD record
ord-1139dec902e34c5a93c38078b23534f7
Source dataset
uspto-grants-1992_07
Patent number
US05128351

Reaction notes

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