Phenacyl bromide → HCID 20026006, compound

HRID 1722959Notes

Reaction equation

HRID 1722959 reaction equation
[Cl:1][C:2]1[C:7]([OH:8])=[CH:6][C:5]([N:9]2[C:14](=[O:15])[CH:13]=[C:12]([C:16]([F:19])([F:18])[F:17])[N:11]([CH3:20])[C:10]2=[O:21])=[C:4]([F:22])[CH:3]=1.Br[CH2:24][C:25]([C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1)=[O:26].[H-].[Na+]>CN(C)C=O>[Cl:1][C:2]1[C:7]([O:8][CH2:24][C:25]([C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)=[O:26])=[CH:6][C:5]([N:9]2[C:14](=[O:15])[CH:13]=[C:12]([C:16]([F:18])([F:17])[F:19])[N:11]([CH3:20])[C:10]2=[O:21])=[C:4]([F:22])[CH:3]=1

Participants

5

Reactant 3

HCID 6259Phenacyl bromideHCID 24758Sodium hydrideHCID 112677571-methyl-6-trifluoromethyl-3-(4-chloro-2-fluoro-5-hydroxyphenyl)-2,4(1H,3H)-pyrimidinedione

Product 1

HCID 20026006HCID 20026006, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

using 3-(4-chloro-2-fluoro-5-hydroxyphenyl)-1-methyl-6-trifluoromethyl-2,4(1H,3H)-pyrimidinedione with α-bromoacetophenone and sodium hydride in dimethylformamide there is obtained 3-[4-chloro-2-fluoro-5-(phenacyloxy)-phenyl]-1-methyl-6 -trifluoromethyl-2,4(1H,3H)-pyrimidinedione, m.p. 152°-153° C.;

Sources & evidence

ORD record
ord-1b3524c30d194bb0b3a73dbddf0b2122
Source dataset
uspto-grants-1989_08
Patent number
US04859229

Reaction notes

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