Sodium Chloride → HCID 80859510, compound

HRID 2201383Notes

Reaction equation

HRID 2201383 reaction equation
[Na].[NH2:2][C:3]1[N:8]=[C:7]([NH2:9])[CH:6]=[C:5](Cl)[N:4]=1.[Na+].[Cl-].[CH2:13]([OH:17])[CH:14]([CH3:16])[CH3:15]>>[CH3:15][CH:14]([CH3:16])[CH2:13][O:17][C:5]1[N:4]=[C:3]([NH2:2])[N:8]=[C:7]([NH2:9])[CH:6]=1

Participants

5

Reactant 4

HCID 5234Sodium ChlorideHCID 6560IsobutanolHCID 674322,4-Diamino-6-chloropyrimidineHCID 5360545Sodium

Product 1

HCID 80859510HCID 80859510, compoundYield 75%

Procedure

To a solution of 6.9 g (0.30 mol) sodium in 185 ml isobutyl alcohol were added 43.4 g (0.30 mol) 2,4-diamino-6-chloropyrimidine. The mixture was heated under reflux with stirring for 10 h. The reaction mixture was then stirred at 80° C. for a further 36 h. After the reaction was ended the precipitated NaCl was separated off and the solution was concentrated to dryness. The residue was repeatedly taken up in ethanol and again concentrated in order to remove residual isobutyl alcohol. After drying, 6-(2-methylpropoxy)-2,4-diaminopyrimidine (41.3 g, 75%) was obtained as a yellow oil.

Workup

  1. temperatureThe mixture was heated
  2. temperatureunder reflux
  3. stirringThe reaction mixture was then stirred at 80° C. for a further 36 h
  4. customwas separated off
  5. concentrationthe solution was concentrated to dryness
  6. concentrationagain concentrated in order
  7. customto remove residual isobutyl alcohol
  8. customAfter drying

Sources & evidence

ORD record
ord-c32909b1e4bc43c18691de2a36354d6f
Source dataset
uspto-grants-2016_06
Patent number
US09364407B2

Reaction notes

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