Diethyl Ether → HCID 13067042, compound

HRID 1759194Notes

Reaction equation

HRID 1759194 reaction equation
C[I:2].[CH2:3]([NH:15][C:16]1[CH:21]=[CH:20][N:19]=[C:18]([NH:22][CH2:23][CH2:24][OH:25])[N:17]=1)[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14].[CH3:26]COCC>CN(C)C=O>[I-:2].[CH2:3]([NH:15][C:16]1[CH:21]=[CH:20][N+:19]([CH3:26])=[C:18]([NH:22][CH2:23][CH2:24][OH:25])[N:17]=1)[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14]

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 6328Methyl iodideHCID 13067040HCID 13067040, compound

Product 1

HCID 13067042HCID 13067042, compoundYield 76%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Methyl iodide (0.8 ml, 0.012 m) is added to a stirred solution of 4-(n-dodecylamino)-2-(2-hydroxyethylamino)pyrimidine (3.2 g, 0.01 m) in anhydrous dimethylformamide (25 ml), and the stoppered solution allowed to stir overnight. Anhydrous ether (180 ml) is added slowly in small portions, and the resulting precipitate is allowed to age (stirring) for about one hour. The mixture is filtered, the mother liquors are displaced with small portions of ether, and the cake is washed well with ether and dried to yield 3.4 g (76%) of colorless 4-(n-dodecylamino)-2-(2-hydroxyethylamino)-1-methylpyrimidinium iodide, m.p. 118°-119° C.

Workup

  1. stirringthe resulting precipitate is allowed to age (stirring) for about one hour
  2. filtrationThe mixture is filtered
  3. washthe cake is washed well with ether
  4. customdried

Sources & evidence

ORD record
ord-208a3d1ff6454d83b94b434e90983469
Source dataset
uspto-grants-1982_07
Patent number
US04339453

Reaction notes

Loading…