2-Chloro-N,N-dimethylethylamine → HCID 20494277, compound

HRID 1075146Notes

Reaction equation

HRID 1075146 reaction equation
[CH3:1][N:2]([CH3:6])[CH2:3][CH2:4]Cl.[K].[Cl:8][C:9]1[CH:10]=[N:11][C:12](=[O:15])[NH:13][CH:14]=1>CN(C)C=O>[CH3:1][N:2]([CH3:6])[CH2:3][CH2:4][N:11]1[CH:10]=[C:9]([Cl:8])[CH:14]=[N:13][C:12]1=[O:15]

Participants

5

Reactant 3

HCID 79012-Chloro-N,N-dimethylethylamineHCID 1085785-Chloro-2(1H)-pyrimidinoneHCID 5462222Potassium

Product 1

HCID 20494277HCID 20494277, compoundYield 47%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
80 °C

Procedure

2-Dimethylaminoethyl chloride (0.016 mol) was added to the potassium salt of 5-chloropyrimid-2-one (0.012 mol) in dimethylformamide (50 ml) and the reaction mixture stirred at 80° C. for 7 h. The solvent was then evaporated at reduced pressure (1 mm Hg) and the residue was extracted with chloroform (150 ml). The chloroform solution was washed with 1 N NaOH (2×4 ml), with water (5 ml) and dried (MgSO4) before evaporation. The product was recrystallized from benzene containing a little pet. ether; yield 47%, m.p. 157° C. (Found: C, 47.87; H, 6.05 Calc. for C8H12ClN3O: C, 47.64; H, 5.99).

Workup

  1. customThe solvent was then evaporated at reduced pressure (1 mm Hg)
  2. extractionthe residue was extracted with chloroform (150 ml)
  3. washThe chloroform solution was washed with 1 N NaOH (2×4 ml), with water (5 ml)
  4. dry with materialdried (MgSO4)
  5. custombefore evaporation
  6. customThe product was recrystallized from benzene containing a little pet. ether

Sources & evidence

ORD record
ord-109b277e3cb64b6a8d5e35f7672c799d
Source dataset
uspto-grants-1983_07
Patent number
US04395406

Reaction notes

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