Sodium Chloride → HCID 79006246, compound

HRID 2201386Notes

Reaction equation

HRID 2201386 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:18])[CH2:14][CH:15]([CH3:17])[CH3:16]>>[CH3:16][CH:15]([CH3:17])[CH2:14][CH2:13][O:18][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 31260Isoamyl AlcoholHCID 674322,4-Diamino-6-chloropyrimidineHCID 5360545Sodium

Product 1

HCID 79006246HCID 79006246, compoundYield 88%

Procedure

To a solution of 6.9 g (0.30 mol) sodium in 200 ml isopentyl alcohol were added 43.4 g (0.30 mol) 2,4-diamino-6-chloropyrimidine. The mixture was heated under reflux with stirring for 11 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 isopentyl alcohol. After drying, 6-(3-Methylbutoxy)-2,4-diaminopyrimidine (51.8 g, 88%) 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 isopentyl alcohol
  8. customAfter drying

Sources & evidence

ORD record
ord-6bc83aef99e241d8a85b3fe586ec2756
Source dataset
uspto-grants-2016_06
Patent number
US09364407B2

Reaction notes

Loading…