6-Methoxypyrimidine-2,4-diamine → HCID 46221876, compound

HRID 2201381Notes

Reaction equation

HRID 2201381 reaction equation
[CH3:1][O:2][C:3]1[N:8]=[C:7]([NH2:9])[N:6]=[C:5]([NH2:10])[CH:4]=1.[N:11]([O-])=[O:12].[Na+]>C(O)(=O)C.O>[N:11]([C:4]1[C:5]([NH2:10])=[N:6][C:7]([NH2:9])=[N:8][C:3]=1[O:2][CH3:1])=[O:12]

Participants

5

Reactant 2

HCID 8169256-Methoxypyrimidine-2,4-diamineHCID 23668193Sodium Nitrite

Product 1

HCID 46221876HCID 46221876, compoundYield 92.2%

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 962WaterSolvent

Procedure

To a stirred solution of 7.0 g (0.05 mol) 6-methoxy-2,4-diaminopyrimidine in 100 ml acetic acid (10% conc. in water) at 50-60° C. was added dropwise over a period of 30 min a solution of 4.55 g (0.07 mol) sodium nitrite in 20 ml water. The solution was stirred at this temperature for a further 30 min and then stirred at room temperature overnight. The filtrate was filtered off with suction, washed with water and dried. 5-Nitroso-2,4-diamino-6-methoxypyrimidine (7.80 g, 92%) was obtained as a violet solid.

Workup

  1. stirringstirred at room temperature overnight
  2. filtrationThe filtrate was filtered off with suction
  3. washwashed with water
  4. customdried

Sources & evidence

ORD record
ord-4f1becacde914902a0f13ff60f8b6221
Source dataset
uspto-grants-2016_06
Patent number
US09364407B2

Reaction notes

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