N-bromobutanimide → HCID 23369560, compound

HRID 1900844Notes

Reaction equation

HRID 1900844 reaction equation
[CH2:1]([C:3]1[C:4](=[O:19])[NH:5][C:6]2[C:11]([CH:12]=1)=[C:10]([OH:13])[C:9]([CH2:14][C:15]([CH3:17])=[CH2:16])=[CH:8][C:7]=2[CH3:18])[CH3:2].[Br:20]N1C(=O)CCC1=O>C(Cl)(Cl)Cl.CCCCCC>[Br:20][CH2:16][C:15]1([CH3:17])[O:13][C:10]2=[C:11]3[C:6](=[C:7]([CH3:18])[CH:8]=[C:9]2[CH2:14]1)[NH:5][C:4](=[O:19])[C:3]([CH2:1][CH3:2])=[CH:12]3

Participants

4

Reactant 2

HCID 67184N-bromobutanimideHCID 23369663HCID 23369663, compound

Product 1

HCID 23369560HCID 23369560, compoundYield 99.2%

Reagents, catalysts & solvents 1

HCID 21585165Chloroform hexaneSolvent

Procedure

Using 3-ethyl-6-(2-methyl-2-propenyl)-5-hydroxy-8-methylcarbostyril (710 mg, 2.76 mmol) and N-bromosuccinimide (516 mg, 2.90 mmol), the procedure of Example 227 was followed (reaction, post-treatment, and recrystallization from chloroform-n-hexane) to obtain 920 mg of the title compound as pale yellow crystals (99.2%).

Sources & evidence

ORD record
ord-968de05691784b96ba2216f683c1d145
Source dataset
uspto-grants-1996_11
Patent number
US05576324

Reaction notes

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