Alloxan → HCID 20456475, compound

HRID 1262939Notes

Reaction equation

HRID 1262939 reaction equation
C([Li])CCC.C(NC(C)C)(C)C.[Cl:13][C:14]1[CH:18]=[CH:17][O:16][CH:15]=1.[NH:19]1[C:27](=[O:28])[C:25](=O)[C:23](=[O:24])[NH:22][C:20]1=[O:21]>O1CCCC1>[Cl:13][C:14]1[CH:18]=[CH:17][O:16][C:15]=1[CH:25]1[C:23](=[O:24])[NH:22][C:20](=[O:21])[NH:19][C:27]1=[O:28]

Participants

6

Reactant 4

HCID 5781AlloxanHCID 7912DiisopropylamineHCID 30165473-ChlorofuranHCID 178418339Butyllithium

Product 1

HCID 20456475HCID 20456475, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

n-Butyl lithium and an equivalent of diisopropylamine are reacted with an equivalent of 3-chlorofuran for 1.5 hours in tetrahydrofuran at -80° C. according to the procedure of Ly and Schlosser [Helv. Chim. Acta 60 (6), p. 2087 (1977)]. At the same temperature, an equivalent of alloxan in tetrahydrofuran is added dropwise and the mixture allowed to warm to room temperature for 2 hours. 5-(3-Chloro-2-furyl)-2,4,6-(1H,3H,5H)pyrimidinetrione is isolated by the procedure of Example 5.

Sources & evidence

ORD record
ord-b2dbd4582b904bfcb378ee17a663039f
Source dataset
uspto-grants-1984_06
Patent number
US04454320

Reaction notes

Loading…