HCID 22639954, compound → HCID 117870694, compound

HRID 2201390Notes

Reaction equation

HRID 2201390 reaction equation
[N:1]([O-:3])=O.[Na+].[NH2:5][C:6]1[N:11]=[C:10]([O:12][CH2:13][CH2:14][OH:15])[CH:9]=[C:8]([NH2:16])[N:7]=1>O.C(O)(=O)C>[NH2:5][C:6]1[N:11]=[C:10]([O:12][CH2:13][CH2:14][OH:15])[C:9]([N:1]=[O:3])=[C:8]([NH2:16])[N:7]=1

Participants

5

Reactant 2

HCID 22639954HCID 22639954, compoundHCID 23668193Sodium Nitrite

Product 1

HCID 117870694HCID 117870694, compoundYield 67.4%

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 962WaterSolvent

Procedure

A solution of 4.55 g (0.066 mol) of sodium nitrite in 20 ml of water was added in drops to a solution of 8.50 g (0.050 mol) of 2-[(2,6-diaminopyrimidin-4-yl)oxy]ethan-1-ol in 100 ml of acetic acid (10% in water) over 1 h at 3-5° C. while stirring was performed. Then stirring was performed further for 2 h at room temperature. The resulting precipitate was sucked off, post-washed with water, and dried, whereby 2-[(2,6-diamino-5-nitrosopyrimidin-4-yl)oxy]ethan-1-ol (6.71 g, 67%) was obtained as a purple solid.

Workup

  1. stirringThen stirring
  2. washpost-washed with water
  3. customdried

Sources & evidence

ORD record
ord-a4adacb75a724080920d898f71ba6625
Source dataset
uspto-grants-2016_06
Patent number
US09364408B2

Reaction notes

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