3-Chloro-2-methyl-1-propene → 5-(2-Methyl-2-propenyl)oxy-3,8-dimethylcarbostyril

HRID 1900813Notes

Reaction equation

HRID 1900813 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.Cl[CH2:16][C:17]([CH3:19])=[CH2:18]>>[CH3:18][C:17](=[CH2:16])[CH2:19][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 112413-Chloro-2-methyl-1-propeneHCID 233696243,8-Dimethyl-5-hydroxycarbostyril

Product 1

HCID 233698125-(2-Methyl-2-propenyl)oxy-3,8-dimethylcarbostyrilYield 90.1%

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 (3 g, 15.87 mmol) and 3-chloro-2-methyl-1-propene (1.58 g, 17.46 mmol). As a result, 3.48 g of the title compound was obtained as pale brown crystals (90.2%).

Workup

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

Sources & evidence

ORD record
ord-f4ace0fed2954d6b93cd2238c94b6f09
Source dataset
uspto-grants-1996_11
Patent number
US05576324

Reaction notes

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