Sodium Nitrite → HCID 117870578, compound

HRID 2201393Notes

Reaction equation

HRID 2201393 reaction equation
[N:1]([O-:3])=O.[Na+].[CH3:5][O:6][CH2:7][CH2:8][O:9][CH2:10][CH2:11][O:12][C:13]1[N:18]=[C:17]([NH2:19])[N:16]=[C:15]([NH2:20])[CH:14]=1>O.C(O)(=O)C>[CH3:5][O:6][CH2:7][CH2:8][O:9][CH2:10][CH2:11][O:12][C:13]1[N:18]=[C:17]([NH2:19])[N:16]=[C:15]([NH2:20])[C:14]=1[N:1]=[O:3]

Participants

5

Reactant 2

HCID 23668193Sodium NitriteHCID 104568219HCID 104568219, compound

Product 1

HCID 117870578HCID 117870578, compoundYield 349.9%

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 962WaterSolvent

Procedure

A solution of 9.11 g (0.013 mol) of sodium nitrite in 40 ml of water was added in drops to a solution of 22.8 g (0.100 mol) of 6-[2-(2-methoxyethoxyl)ethoxy]pyrimidine-2,4-diamine in 200 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 6-[2-(2-methoxyethoxyl)ethoxy]-5-nitrosopyrimidine-2,4-diamine (11.7 g, 45%) was obtained as a purple solid.

Workup

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

Sources & evidence

ORD record
ord-bb7b03ab36594c959d6d27a1244b10f8
Source dataset
uspto-grants-2016_06
Patent number
US09364408B2

Reaction notes

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