Iodoethane → HCID 12379019, compound

HRID 1658121Notes

Reaction equation

HRID 1658121 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([C:8]2[N:9]=[CH:10][C:11]3[C:17](=[O:18])[C:16]([C:19]([OH:21])=[O:20])=[CH:15][NH:14][C:12]=3[N:13]=2)[CH2:4][CH2:3]1.[H-].[Na+].[CH2:24](I)[CH3:25]>CN(C)C=O>[CH2:24]([N:14]1[C:12]2[N:13]=[C:8]([N:5]3[CH2:6][CH2:7][N:2]([CH3:1])[CH2:3][CH2:4]3)[N:9]=[CH:10][C:11]=2[C:17](=[O:18])[C:16]([C:19]([OH:21])=[O:20])=[CH:15]1)[CH3:25]

Participants

5

Reactant 3

HCID 6340IodoethaneHCID 24758Sodium hydrideHCID 12850762HCID 12850762, compound

Product 1

HCID 12379019HCID 12379019, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a mixture containing 1.0 g of 5,8-dihydro-2-(4-methyl-1-piperazinyl)-5-oxopyrido[2,3-d]pyrimidine-6-carboxylic acid, 1.0 g of 65% sodium hydride, and 40 ml of dimethylformamide held at 60°C, was added 1.0 ml of ethyl iodide. The resulting mixture was heated in a steam bath for 2.5 hours. Dimethylformamide was distilled off in vacuo, the residue dissolved in 10 ml of water, and the resulting solution neutralized with acetic acid. The precipitate was collected and recrystallized from ethanol to yield 0.72 g of the product, m.p. 232° - 233°C.

Workup

  1. customheld at 60°C
  2. temperatureThe resulting mixture was heated in a steam bath for 2.5 hours
  3. distillationDimethylformamide was distilled off in vacuo
  4. dissolutionthe residue dissolved in 10 ml of water
  5. customThe precipitate was collected
  6. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-15c22121a6354912a939c242c21f9ead
Source dataset
uspto-grants-1976_06
Patent number
US03962443

Reaction notes

Loading…