N-bromobutanimide → HCID 23369659, compound

HRID 1900814Notes

Reaction equation

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

Participants

Reactant 2

HCID 67184N-bromobutanimide

HCID 23369674HCID 23369674, compound

Product 1

HCID 23369659HCID 23369659, compoundYield 90.1%

Procedure

Reaction, past-process, and recrystallization (chloroform-methanol-ether) were performed in a manner similar to that described in Example 277 using 6-(2-methyl-2-propenyl)-5-hydroxy-3,8-dimethylcarbostyril (3.29 g, 13.54 mmol) and N-bromsuccinimide (2.41 g, 13.54 mmol). As a result, 3.93 g of the title compound was obtained as pale yellow prisms (90.1%).

Workup

customReaction
custompast-process, and recrystallization (chloroform-methanol-ether)

Sources & evidence

ORD record: ord-221835fc20674cb58f0fcb5735c7d996
Source dataset: uspto-grants-1996_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05576324

Reaction notes

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