Dimethylamine → HCID 178448818, compound

HRID 964851Notes

Reaction equation

HRID 964851 reaction equation
[NH2:1][C:2]1[N+:7]([O-:8])=[C:6]([NH:9][CH2:10][CH2:11][CH2:12][CH3:13])[CH:5]=[C:4](Cl)[N:3]=1.[CH3:15][NH:16][CH3:17].[OH-].[Na+]>C(O)C.O>[NH2:1][C:2]1[N+:7]([O-:8])=[C:6]([NH:9][CH2:10][CH2:11][CH2:12][CH3:13])[CH:5]=[C:4]([N:16]([CH3:17])[CH3:15])[N:3]=1

Participants

6

Reactant 3

HCID 674DimethylamineHCID 14798Sodium HydroxideHCID 178448802HCID 178448802, compound

Product 1

HCID 178448818HCID 178448818, compoundYield 39%

Reagents, catalysts & solvents 2

HCID 702EthanolSolvent2×HCID 962WaterSolvent

Procedure

1.5 g of 2-amino-4-butylamino-6-chloropyrimidine 3-oxide are placed in 10 ml of ethanol. 5 ml of dimethyl-amine are added as 33% solution in ethanol. The reaction mixture is refluxed for 4 hours and is then evaporated to dryness. The precipitate obtained is taken up in 20 ml of water. The pH is adjusted to 8 by adding sodium hydroxide. The mixture is extracted with 3×50 ml of butanol. The butanol phase is evaporated to dryness. The precipitate is recrystallized from 10 ml of acetonitrile. 610 mg of 2-amino-4-butylamino-6-dimethylaminopyrimidine 3-oxide are obtained.

Workup

  1. temperatureThe reaction mixture is refluxed for 4 hours
  2. customis then evaporated to dryness
  3. customThe precipitate obtained
  4. extractionThe mixture is extracted with 3×50 ml of butanol
  5. customThe butanol phase is evaporated to dryness
  6. customThe precipitate is recrystallized from 10 ml of acetonitrile

Sources & evidence

ORD record
ord-2778239c364b4039b57ce871b60788f4
Source dataset
uspto-grants-1998_06
Patent number
US05772990

Reaction notes

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