1,2-Dimethoxyethane → HCID 21506588, compound

HRID 1287825Notes

Reaction equation

HRID 1287825 reaction equation
[NH:1]1[C:12]2=[C:13]3[C:8](=[CH:9][CH:10]=[CH:11]2)[CH:7]=[CH:6][CH:5]=[C:4]3[N:3]=C1CO.[H-].[Na+].[H][H].Cl[C:21]([O:23][CH2:24][CH3:25])=O.C(COC)[O:27]C>O>[CH:11]1[C:12]2=[C:13]3[C:8](=[CH:7][CH:6]=[CH:5][C:4]3=[N:3][C:25]3[N:1]2[CH2:21][O:23][CH:24]=3)[C:9](=[O:27])[CH:10]=1

Participants

7

Reactant 5

HCID 80711,2-DimethoxyethaneHCID 10928Ethyl chloroformateHCID 24758Sodium hydrideHCID 14067730(1H-Perimidin-2-yl)methanolHCID 178418361HCID 178418361, compound

Product 1

HCID 21506588HCID 21506588, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Equivalent quantities of 2-perimidinemethanol and sodium hydride are heated for 1/2 hour in dimethoxyethane. After the evolution of hydrogen has stopped, ethyl chloroformate is added to the solution, and the resulting mixture is stirred for 3 hours, poured into water and the separated solid collected and recrystallized twice from dimethoxyethane to give the desired product, 1H, 3H-oxazolo[3,4-a]perimidine-3-one, m.p. 194°-195°.

Workup

  1. customthe separated solid collected
  2. customrecrystallized twice from dimethoxyethane

Sources & evidence

ORD record
ord-d29c1c6e5ac542818aac50734cf0e456
Source dataset
uspto-grants-1976_10
Patent number
US03985880

Reaction notes

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