Sodium Nitrite → HCID 117871362, compound

HRID 2201384Notes

Reaction equation

HRID 2201384 reaction equation
[CH3:1][CH:2]([CH3:13])[CH2:3][O:4][C:5]1[N:10]=[C:9]([NH2:11])[N:8]=[C:7]([NH2:12])[CH:6]=1.[N:14]([O-])=[O:15].[Na+]>C(O)(=O)C.O>[N:14]([C:6]1[C:7]([NH2:12])=[N:8][C:9]([NH2:11])=[N:10][C:5]=1[O:4][CH2:3][CH:2]([CH3:13])[CH3:1])=[O:15]

Participants

5

Reactant 2

HCID 23668193Sodium NitriteHCID 80859510HCID 80859510, compound

Product 1

HCID 117871362HCID 117871362, compoundYield 86.6%

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 962WaterSolvent

Conditions

Temperature
32 °C

Procedure

To a stirred solution of 18.2 g (0.100 mol) 6-(2-methylpropoxy)-2,4-diaminopyrimidine in 100 ml acetic acid (10% conc. in water) at 6° C. was added dropwise over 1 h a solution of 9.11 g (0.132 mol) sodium nitrite in 40 ml water, whereupon the temperature was allowed to increase to 32° C. Stirring was then continued for a further 2 h at room temperature. The resulting precipitate was filtered off with suction, washed with water and dried. 5-Nitroso-2,4-diamino-6-(2-methylpropoxy)-pyrimidine (18.3 g, 81%) was obtained as a violet solid.

Workup

  1. filtrationThe resulting precipitate was filtered off with suction
  2. washwashed with water
  3. customdried

Sources & evidence

ORD record
ord-66a49c41c7d04c32bdde20c96f9ca455
Source dataset
uspto-grants-2016_06
Patent number
US09364407B2

Reaction notes

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