Potassium Carbonate → HCID 13423480, compound

HRID 2164452Notes

Reaction equation

[NH2:1][C:2]1[O:3][N:4]=[C:5]2[C:10]=1[C:9](=[O:11])[N:8]([CH3:12])[C:7](=[O:13])[N:6]2[CH3:14].[CH2:15](I)[CH2:16][CH3:17].C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[CH3:12][N:8]1[C:9](=[O:11])[C:10]2=[C:2]([NH:1][CH2:15][CH2:16][CH3:17])[O:3][N:4]=[C:5]2[N:6]([CH3:14])[C:7]1=[O:13]

Participants

Conditions

Temperature: 100 °C

Procedure

A mixture of 0.588 g of 3-amino-5,7-dimethyl-isoxazolo[3,4-d]pyrimidine-4,6(5H,7H)-dione, 15 ml of dimethylformamide, 2.5 g of propyl iodide and 1.0 g of potassium carbonate was stirred at 100° C. for 3 hours. From the reaction solution was removed the solvent under reduced pressure. To the residue was added water, which was subjected to extraction with chloroform. The chloroform layer was taken and dried over anhydrous sodium sulfate, from which was removed the solvent. The resultant residue was chromatographed on a column of silica gel (30 g), and the column was eluted with chloroform:acetone:formic acid (20:1:0.1). From the elute was recovered the desired compound, which was recrystallized from isopropyl ether-acetone to give 0.217 g of colorless prisms, melting point: 164°-166° C.

Workup

customFrom the reaction solution was removed the solvent under reduced pressure
additionTo the residue was added water, which
extractionwas subjected to extraction with chloroform
dry with materialdried over anhydrous sodium sulfate, from which
customwas removed the solvent
customThe resultant residue was chromatographed on a column of silica gel (30 g)
washthe column was eluted with chloroform:acetone:formic acid (20:1:0.1)
customFrom the elute was recovered the desired compound, which
customwas recrystallized from isopropyl ether-acetone

Sources & evidence

ORD record: ord-2a283261039e418397ce59c0010809d2
Source dataset: uspto-grants-1985_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04504662

Reaction notes

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