Acetic Acid → HCID 117871909, compound

HRID 2201387Notes

Reaction equation

HRID 2201387 reaction equation
C[CH:2]([CH3:14])[CH2:3][CH2:4][O:5][C:6]1[N:11]=[C:10]([NH2:12])[N:9]=[C:8]([NH2:13])[CH:7]=1.[N:15]([O-:17])=O.[Na+].[C:19](O)(=O)C>O>[N:15]([C:7]1[C:8]([NH2:13])=[N:9][C:10]([NH2:12])=[N:11][C:6]=1[O:5][CH2:4][CH:3]([CH3:19])[CH2:2][CH3:14])=[O:17]

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 23668193Sodium NitriteHCID 79006246HCID 79006246, compound

Product 1

HCID 117871909HCID 117871909, compoundYield 32%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a stirred solution of 51.0 g (0.26 mol) 6-(3-methylbutoxy)-2,4-diaminopyrimidine in 520 ml acetic acid (10% conc. in water) at 55-60° C. was added dropwise over a period of 25 min a solution of 23.5 g (0.34 mol) sodium nitrite in 105 ml water. Stirring was then continued for a further 1 h at 50-55° C. and overnight at room temperature. The resulting precipitate was filtered off with suction, washed with water and dried. The crude product was recrystallized from a 1:1 mixture of water/ethanol to yield 5-nitroso-2,4-diamino-6-(2-methylbutoxy)pyrimidine (19.0 g, 32%) as a violet solid.

Workup

  1. filtrationThe resulting precipitate was filtered off with suction
  2. washwashed with water
  3. customdried
  4. customThe crude product was recrystallized from a 1:1 mixture of water/ethanol

Sources & evidence

ORD record
ord-9ec42530ea614fa799a0304fcb439d61
Source dataset
uspto-grants-2016_06
Patent number
US09364407B2

Reaction notes

Loading…