Sodium Carbonate → HCID 86743865, compound

HRID 2073621Notes

Reaction equation

HRID 2073621 reaction equation
Cl.[CH2:2]([O:4][C:5]([C:7]1[CH:12]([C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([N+:19]([O-:21])=[O:20])[CH:14]=2)[N:11]2[CH:22]=[CH:23][N:24]=[C:10]2[NH:9][C:8]=1[CH:25]=O)=[O:6])[CH3:3].Cl.[NH2:28][OH:29].C(=O)([O-])[O-].[Na+].[Na+]>C(O)C.CN(C)C=O>[CH2:2]([O:4][C:5]([C:7]1[CH:12]([C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([N+:19]([O-:21])=[O:20])[CH:14]=2)[N:11]2[CH:22]=[CH:23][N:24]=[C:10]2[NH:9][C:8]=1[CH:25]=[N:28][OH:29])=[O:6])[CH3:3]

Participants

6

Reactant 3

HCID 10340Sodium CarbonateHCID 443297Hydroxyamine hydrochlorideHCID 13589485HCID 13589485, compound

Product 1

HCID 86743865HCID 86743865, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 6228DimethylformamideSolvent

Conditions

Temperature
50 °C

Procedure

To a solution of 6-ethoxycarbonyl-7-formyl-5-(3-nitrophenyl)-5,8-dihydroimidazo[1,2-a]pyrimidine hydrochloride in a mixture of 20 ml of ethanol and 20 ml of dimethylformamide are added 0.88 g of hydroxylamine hydrochloride and 1.22 g of sodium carbonate and the mixture is stirred at 50° C. for 1.5 hours. The solvent is distilled off under reduced pressure and water is added to the residue, then precipitated crystals are collected by filtration. The crystals are recrystallized from a mixture of chloroform and methanol to give 2.0 g of 6-ethoxycarbonyl-7-hydroxyiminomethyl-5-(3-nitrophenyl)-5,8-dihydroimidazo[1,2-a]pyrimidine, melting at 229°-230° C. with decomposition.

Workup

  1. distillationThe solvent is distilled off under reduced pressure and water
  2. additionis added to the residue
  3. customprecipitated crystals
  4. filtrationare collected by filtration
  5. customThe crystals are recrystallized from a mixture of chloroform and methanol

Sources & evidence

ORD record
ord-a3fc63f53ffe4abab7215e5607a08b7b
Source dataset
uspto-grants-1990_04
Patent number
US04918074

Reaction notes

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