Chloroacetaldehyde → HCID 13394199, compound

HRID 1285188Notes

Reaction equation

HRID 1285188 reaction equation
[NH2:1][C:2]1[CH:7]=[C:6]([O:8][CH3:9])[N:5]=[C:4]([O:10][CH3:11])[N:3]=1.Cl[CH2:13][CH:14]=O.C(=O)(O)[O-].[Na+]>O>[CH3:11][O:10][C:4]1[N:3]2[CH:13]=[CH:14][N:1]=[C:2]2[CH:7]=[C:6]([O:8][CH3:9])[N:5]=1

Participants

5

Reactant 3

HCID 33ChloroacetaldehydeHCID 767892,6-Dimethoxy-4-aminopyrimidineHCID 516892Sodium Bicarbonate

Product 1

HCID 13394199HCID 13394199, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
80 °C

Procedure

A mixture of 1.5 g (0.01 mole) of 4-amino-2,6-dimethoxypyrimidine and 3.0 g (0.015 mole) of 50% aqueous chloroacetaldehyde in 20 ml of water was heated at 80° C. for one hour, and was then cooled with an ice bath with concomitant neutralization with sodium bicarbonate. The solid which formed was separated by filtration and recrystallized from cyclohexane with treatment with decolorizing charcoal. White crystals of 5,7-dimethoxyimidazo[1,2-c]pyrimidine, m.p. 120°-121° C., were obtained. Analysis: Calculated for C8H9N3O2 : %C, 53.6; %H, 5.1; %N, 23.5; Found: %C, 53.5; %H, 5.0; %N, 23.6. The structural assignment was confirmed by infrared and nuclear magnetic resonance spectral analyses.

Workup

  1. customThe solid which formed
  2. customwas separated by filtration
  3. customrecrystallized from cyclohexane with treatment with decolorizing charcoal

Sources & evidence

ORD record
ord-446ecdc56f334fc998812a0ae8fe2a26
Source dataset
uspto-grants-1986_01
Patent number
US04565864

Reaction notes

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