2-Butene, 1-bromo-3-methyl- → 5-(3-Methyl-2-butenyl)oxy-3,8-dimethylcarbostyril

HRID 1900817Notes

Reaction equation

HRID 1900817 reaction equation
[OH:1][C:2]1[CH:11]=[CH:10][C:9]([CH3:12])=[C:8]2[C:3]=1[CH:4]=[C:5]([CH3:14])[C:6](=[O:13])[NH:7]2.Br[CH2:16][CH:17]=[C:18]([CH3:20])[CH3:19]>>[CH3:19][C:18]([CH3:20])=[CH:17][CH2:16][O:1][C:2]1[CH:11]=[CH:10][C:9]([CH3:12])=[C:8]2[C:3]=1[CH:4]=[C:5]([CH3:14])[C:6](=[O:13])[NH:7]2

Participants

3

Reactant 2

HCID 700922-Butene, 1-bromo-3-methyl-HCID 233696243,8-Dimethyl-5-hydroxycarbostyril

Product 1

HCID 233698155-(3-Methyl-2-butenyl)oxy-3,8-dimethylcarbostyrilYield 73.9%

Procedure

Reaction, post-treatment, and recrystallization (chloroform-n-hexane) were performed in a manner similar to that described in Reference Example 31 using 5-hydroxy-3,8-dimethylcarbostyril (1.4 g, 7.41 mmol) and 4-bromo-2-methyl-2-butene (1.21 g, 8.15 mmol). As a result, 1.41 g of the title compound was obtained as colorless crystals (74.1%).

Workup

  1. customReaction
  2. customrecrystallization (chloroform-n-hexane)

Sources & evidence

ORD record
ord-72fb254caebb4ecd8375b82adb7299b7
Source dataset
uspto-grants-1996_11
Patent number
US05576324

Reaction notes

Loading…