Alloxan → HCID 86739478, compound

HRID 1262945Notes

Reaction equation

HRID 1262945 reaction equation
Cl[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[O:8][CH3:9].BrC1C=CC=CC=1[O:17]C.IC1C=CC=CC=1OC.[Mg].[NH:29]1[C:37](=[O:38])[C:35](=O)[C:33](=[O:34])[NH:32][C:30]1=[O:31]>C(OC(C)C)(C)C>[OH:17][N:29]1[C:37](=[O:38])[CH:35]([C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=2[O:8][CH3:9])[C:33](=[O:34])[NH:32][C:30]1=[O:31]

Participants

7

Reactant 5

HCID 5781AlloxanHCID 113582-BromoanisoleHCID 130112-ChloroanisoleHCID 68257o-IodoanisoleHCID 5462224Magnesium

Product 1

HCID 86739478HCID 86739478, compound

Reagents, catalysts & solvents 1

HCID 7914Diisopropyl EtherSolvent

Procedure

Alternatively, 2-chloroanisole, 2-bromoanisole or 2-iodoanisole is converted to the corresponding Grignard reagent by reaction with magnesium turnings in diisopropyl ether. The reagent is chilled and reacted with anhydrous alloxan according to Example 5 to yield 5-(hydroxy-5-(2-methoxyphenyl)-2,4,6(1H,3H,5H)pyrimidintrione.

Workup

  1. temperatureThe reagent is chilled

Sources & evidence

ORD record
ord-540dd4e27ec845d5a10c871f5df224ea
Source dataset
uspto-grants-1984_06
Patent number
US04454320

Reaction notes

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