N-bromobutanimide → HCID 23369804, compound

HRID 1900832Notes

Reaction equation

HRID 1900832 reaction equation
[CH2:1]([C:4]1[CH:13]=[C:12]([CH3:14])[C:11]2[C:6](=[CH:7][C:8]([CH3:17])([CH3:16])[C:9](=[O:15])[N:10]=2)[C:5]=1[OH:18])[CH:2]=[CH2:3].[Br:19]N1C(=O)CCC1=O>>[Br:19][CH2:3][CH:2]1[O:18][C:5]2=[C:6]3[C:11](=[C:12]([CH3:14])[CH:13]=[C:4]2[CH2:1]1)[NH:10][C:9](=[O:15])[C:8]([CH3:17])([CH3:16])[CH2:7]3

Participants

3

Reactant 2

HCID 67184N-bromobutanimideHCID 137226531HCID 137226531, compound

Product 1

HCID 23369804HCID 23369804, compoundYield 181.5%

Procedure

Using 6-allyl-5-hydroxy-3,3,8-trimethylcarbostyril (1.36 g, 3.28 mmol) and N-bromosuccinimide (1.12 g, 6.28 mmol), the procedure of Example 277 was followed (reaction, post-treatment, and recrystallization from chloroform-ether-n-hexane). 1.93 g of the title compound was obtained as colorless needles (94.9%).

Sources & evidence

ORD record
ord-0df358f958774215b9bed86999706140
Source dataset
uspto-grants-1996_11
Patent number
US05576324

Reaction notes

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