Acetone → HCID 178429402, compound

HRID 544791Notes

Reaction equation

HRID 544791 reaction equation
[CH3:1][C:2]1[NH:8][C:7]([NH2:9])=[N:6][C:4](=[O:5])[CH:3]=1.[C:10](N1C=CN=C1)([N:12]1[CH:16]=[CH:15][N:14]=[CH:13]1)=[O:11].CC(C)=O>CS(C)=O>[CH3:1][C:2]1[NH:8][C:7]([NH:9][C:10]([N:12]2[CH:16]=[CH:15][N:14]=[CH:13]2)=[O:11])=[N:6][C:4](=[O:5])[CH:3]=1

Participants

5

Reactant 3

HCID 180AcetoneHCID 682631,1'-CarbonyldiimidazoleHCID 178429414HCID 178429414, compound

Product 1

HCID 178429402HCID 178429402, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Conditions

Temperature
60 °C

Procedure

A mixture of 6-methylisocytosine (1 eq.) and carbonyldiimidazole (1.5 eq.) were combined in dimethylsulfoxide (DMSO) and the solution was stirred at 60° C. for 2 hours. The mixture was cooled to about room temperature and acetone added after which the desired product precipitated as a white powder that was collected by filtration. The procedure of A. T. Cate, P. Y. W. Dankers, H. Kooijman, A. L. Spek, R. P. Sijbesma, and E. W. Meijer, J. of Am. Chem. Soc., 2003, 125, 6860 was followed for this step. The product can be used without further purification.

Workup

  1. temperatureThe mixture was cooled to about room temperature

Sources & evidence

ORD record
ord-775c5a2f0bcd4592b11bc1dcccc0a6d1
Source dataset
uspto-grants-2011_05
Patent number
US07935131B2

Reaction notes

Loading…