Potassium Carbonate → HCID 178513389, compound

HRID 1801748Notes

Reaction equation

HRID 1801748 reaction equation
[NH2:1][C:2]1[N:7]=[CH:6][C:5]([C:8]#[N:9])=[CH:4][N:3]=1.Cl.[NH2:11][OH:12].C(=O)([O-])[O-].[K+].[K+]>C(O)C>[NH2:1][C:2]1[N:7]=[CH:6][C:5]([C:8]([NH:11][OH:12])=[NH:9])=[CH:4][N:3]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 443297Hydroxyamine hydrochlorideHCID 38144922-Aminopyrimidine-5-carbonitrile

Product 1

HCID 178513389HCID 178513389, compoundYield 72.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A stirred mixture of commercially available 2-amino-5-cyano-pyrimidine [CAS-No. 1753-48-6] (1.39 g, 11.6 mmol), hydroxylamine hydrochloride (1.61 g, 23.2 mol) and potassium carbonate (4.8 g, 34.7 mol) in ethanol (57 ml) was heated under reflux conditions for 3 h. The reaction mixture was evaporated and purified by column chromatography on silica gel (dichloromethane/MeOH 9:1) to yield the title compound (1.28 g, 72%) as an off-white solid. MS (EI) 153.1 [(M)+]; mp 218° C.

Workup

  1. temperaturewas heated under reflux conditions for 3 h
  2. customThe reaction mixture was evaporated
  3. custompurified by column chromatography on silica gel (dichloromethane/MeOH 9:1)

Sources & evidence

ORD record
ord-e8e9645a4e764781ac122b66f155645d
Source dataset
uspto-grants-2013_01
Patent number
US08349844B2

Reaction notes

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