Allyl bromide → 5-Allyl-5-(beta-carboethoxy-alpha-methyl-ethyl)-barbituric acid

HRID 26689Notes

Reaction equation

HRID 26689 reaction equation
[C:1]([CH2:6][CH:7]([CH:9]1[C:14](=[O:15])[NH:13][C:12](=[O:16])[NH:11][C:10]1=[O:17])[CH3:8])([O:3][CH2:4][CH3:5])=[O:2].[CH2:18](Br)[CH:19]=[CH2:20]>>[CH2:20]([C:9]1([CH:7]([CH3:8])[CH2:6][C:1]([O:3][CH2:4][CH3:5])=[O:2])[C:14](=[O:15])[NH:13][C:12](=[O:16])[NH:11][C:10]1=[O:17])[CH:19]=[CH2:18]

Participants

3

Reactant 2

HCID 7841Allyl bromideHCID 13023200HCID 13023200, compound

Product 1

HCID 130232015-Allyl-5-(beta-carboethoxy-alpha-methyl-ethyl)-barbituric acid

Procedure

5-(β-Carboethoxy-α-methyl-ethyl)-barbituric acid was treated with allyl bromide at 50° C. to afford 5-allyl-5-(β-carboethoxy-α-methyl-ethyl)-barbituric acid, m.p. 114°. Alkaline saponification of this compound afforded 5-allyl-5-(β-carboxy-α-methyl-ethyl)-barbituric acid, which was recrystallized from water, m.p. 200°.

Sources & evidence

ORD record
ord-fcb3015fa3af46ecb23fab6c3a2b510a
Source dataset
uspto-grants-1979_04
Patent number
US04151268

Reaction notes

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