Chloroacetaldehyde → HCID 13394199, compound

HRID 2164228Notes

Reaction equation

HRID 2164228 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-9e3a9064dfa24fe1bfe3e6f65c3ce100
Source dataset
uspto-grants-1985_03
Patent number
US04503050

Reaction notes

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