Sodium Bicarbonate → HCID 474601, compound

HRID 581868Notes

Reaction equation

HRID 581868 reaction equation
[CH:1]([C:4]1[C:5](=[O:20])[NH:6][C:7](=[O:19])[NH:8][C:9]=1[S:10][C:11]1[CH:16]=[C:15]([CH3:17])[CH:14]=[C:13]([CH3:18])[CH:12]=1)([CH3:3])[CH3:2].C1(C)C(S(O[CH:31]2[CH2:35][CH2:34][CH2:33][CH2:32]2)(=O)=O)=CC=CC=1.[C:37](=O)(O)[O-].[Na+]>CN(C)C=O>[CH:31]1([CH2:37][N:8]2[C:9]([S:10][C:11]3[CH:12]=[C:13]([CH3:18])[CH:14]=[C:15]([CH3:17])[CH:16]=3)=[C:4]([CH:1]([CH3:3])[CH3:2])[C:5](=[O:20])[NH:6][C:7]2=[O:19])[CH2:32][CH2:33][CH2:34][CH2:35]1

Participants

5

Reactant 3

HCID 516892Sodium BicarbonateHCID 104937275-Isopropyl-6-(3,5-dimethylphenyl)thio-2,4-pyrimidinedioneHCID 88281724HCID 88281724, compound

Product 1

HCID 474601HCID 474601, compoundYield 50.3%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent2×

Procedure

A mixture of 5-isopropyl-6-(3,5-dimethylphenylthio)-2,4-pyrimidinedione (0.10 g, 0.40 mmol) and cyclopentyl toluenesulfonate (0.1 g, 0.4 mmol) in dimethylformamide (10 ml) were heated at 100° C. for overnight in the presence of sodium bicarbonate (41 mg, 0.48 mmol). After the concentration of dimethylformamide, the desirable product was obtained by the separation of the column chromatography to give a desirable product as a white solid (75 mg).

Sources & evidence

ORD record
ord-f0f1a0cd31a8480d902734bdad42df0a
Source dataset
uspto-grants-1999_07
Patent number
US05922727

Reaction notes

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