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Chemical Structure| 1903-90-8 Chemical Structure| 1903-90-8

Structure of 1903-90-8

Chemical Structure| 1903-90-8

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Product Details of [ 1903-90-8 ]

CAS No. :1903-90-8
Formula : C6H8N2O3
M.W : 156.14
SMILES Code : OC1=NC(COC)=NC(O)=C1
MDL No. :MFCD21337360

Safety of [ 1903-90-8 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319
Precautionary Statements:P501-P270-P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313-P301+P312+P330

Application In Synthesis of [ 1903-90-8 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 1903-90-8 ]

[ 1903-90-8 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 1903-91-9 ]
  • [ 105-53-3 ]
  • [ 1903-90-8 ]
YieldReaction ConditionsOperation in experiment
80% With sodium hydride; In ethanol; for 16h;Heating / reflux; Step 3. To a solution of <strong>[1903-91-9]2-methoxy-acetamidine hydrochloride</strong> (20.18 g, 0.16 mol) and diethylmalonate (24.6 mL, 0.16 mol) in EtOH (150 mL) is added 60% dispersion of sodium hydride in oil (14.3 g, 0.36 mol). The mixture is heated to reflux and stirred for 16 hours. The mixture is concentrated in vacuo and the residue is diluted with water (100 mL) and extracted with EtOAc (75 mL). The aqueous layer is acidified to pH 3 with HCl and extracted thrice with EtOAc (75 mL). The organic extracts from acidic solution are combined and dried over magnesium sulfate, filtered and concentrated to afford 2-methoxymethyl-pyrimidine-4.6-diol (20 g, 80%)as an oil.
80% With sodium hydride; In ethanol; for 16h;Heating / reflux; To a solution of <strong>[1903-91-9]2-methoxy-acetamidine hydrochloride</strong> (20.18 g, 0.16 mol) and diethylmalonate (24.6 mL, 0.16 mol) in EtOH (150 mL) is added 60% dispersion of sodium hydride in oil (14.3 g, 0.36 mol). The mixture is heated to reflux and stirred for 16 hours. The mixture is concentrated in vacuo and the residue is diluted with water (100 mL) and extracted with EtOAc (75 mL). The aqueous layer is acidified to pH 3 with HCl and extracted thrice with EtOAc (75 mL). The organic extracts from acidic solution are combined and dried over magnesium sulfate, filtered and concentrated to afford 2-methoxymethyl-pyrimidine-4,6-diol (20 g, 80%)as an oil.
With sodium methylate; In methanol; for 24h;Heating / reflux; Reflux the mixture of malonic acid diethyl ester (7. 96 g, 50 MMOL), 2-methoxy- acetamidine hydrochloride (6. 2 g, 50 mmol), and NaOMe methanol solution (4. 37 M, 22. 7 mL, 100 mmol) in MEOH (30 mL) for 24 hours. Concentrate, dilute with H20 (50 mL), wash with EtOAc, and concentrate the aqueous layer. Extract the solid with MEOH and concentrate to afford 2-methoxymethyl-pyrimidine-4, 6-diol.
With sodium methylate; In methanol; for 24h;Heating / reflux; Reflux a mixture of malonic acid diethyl ester (7. 96 g, 50 mmol), 2-methoxy- acetamidine hydrochloride (6. 2 g, 50 mmol), and NaOMe MeOH solution (4. 37 M, 22. 7 mL, 100 mmol) in MeOH (30 mL) for 24 hours. Concentrate, dilute with HA0 (50 mL), wash with EtOAc, and concentrate the aqueous layer. Extract with MeOH and concentrate to yield 2-methoxymethyl-pyrimidine-4, 6-diol.

 

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