Diethylene Glycol Monomethyl Ether → HCID 104568219, compound

HRID 2201392Notes

Reaction equation

HRID 2201392 reaction equation
[NH2:1][C:2]1[N:7]=[C:6]([NH2:8])[CH:5]=[C:4](Cl)[N:3]=1.[Na].[CH3:11][O:12][CH2:13][CH2:14][O:15][CH2:16][CH2:17][OH:18]>>[CH3:11][O:12][CH2:13][CH2:14][O:15][CH2:16][CH2:17][O:18][C:4]1[N:3]=[C:2]([NH2:1])[N:7]=[C:6]([NH2:8])[CH:5]=1

Participants

4

Reactant 3

HCID 8134Diethylene Glycol Monomethyl EtherHCID 674322,4-Diamino-6-chloropyrimidineHCID 5360545Sodium

Product 1

HCID 104568219HCID 104568219, compoundYield 109%

Conditions

Temperature
80 °C

Procedure

28.9 g (0.20 mol) of 2,4-diamino-6-chloropyrimidine was added to a solution of 4.6 g (0.20 mol) of sodium in 178 ml of 2-(2-methoxyethoxyl)ethanol and heated to 80° C. for 48 h while stirring was performed. After termination of the reaction, the precipitated NaCl was separated and the solution was concentrated to dryness. The residue was taken in ethanol multiple times and concentrated again in order to remove remaining 2-(2-methoxyethoxyl)ethanol. After drying, 6-[2-(2-methoxyethoxyl)ethoxy]pyrimidine-2,4-diamine (49.8 g, 109%) was obtained as brown oil, which still contained 2-(2-methoxyethoxyl)ethanol as a contaminant.

Workup

  1. customAfter termination of the reaction
  2. customthe precipitated NaCl was separated
  3. concentrationthe solution was concentrated to dryness
  4. concentrationconcentrated again in order
  5. customto remove
  6. customAfter drying

Sources & evidence

ORD record
ord-408ecc76b68e4ebc9c6c6caf568dae1d
Source dataset
uspto-grants-2016_06
Patent number
US09364408B2

Reaction notes

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