Butyl nitrite → HCID 20403190, compound

HRID 2164738Notes

Reaction equation

HRID 2164738 reaction equation
[CH3:1][C:2]1[N:3]=[C:4]2[C:9]([O:10][CH2:11][C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)=[N:8][CH:7]=[CH:6][N:5]2[CH:18]=1.[N:19](OCCCC)=[O:20]>O1CCOCC1>[CH3:1][C:2]1[N:3]=[C:4]2[C:9]([O:10][CH2:11][C:12]3[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=3)=[N:8][CH:7]=[CH:6][N:5]2[C:18]=1[N:19]=[O:20]

Participants

4

Reactant 2

HCID 10996Butyl nitriteHCID 133890832-Methyl-8-(phenylmethoxy)imidazo[1,2-a]pyrazine

Product 1

HCID 20403190HCID 20403190, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A solution of 14.2 g 2-methyl-8-phenylmethoxyimidazo[1,2-a]pyrazine, 129.3 g n-butyl nitrite and 142 ml p-dioxane was heated under reflux for 0.5 hr. and decanted from a small amount of gum. The supernatant solution was stirred under vacuum (40°/0.1 mm) and the residue azeotroped with cyclohexane to give 2-methyl-3-nitroso-8-phenylmethoxyimidazo[1,2-a]pyrazine as a soft, green solid which was identified by pmr and ms and immediately reduced (as in Example 6) without further purification.

Workup

  1. temperatureunder reflux for 0.5 hr
  2. customand decanted from a small amount of gum
  3. customthe residue azeotroped with cyclohexane

Sources & evidence

ORD record
ord-374f1a7fbbb746f68fe7cd62e25a58d2
Source dataset
uspto-grants-1985_03
Patent number
US04507294

Reaction notes

Loading…