1-Bromo-2-methylpropane → 2-Isobutylsulfanyl-7,7-dimethyl-5-oxo-5,6,7,8-tetrahydroquinoline-3-carbonitrile

HRID 1817815Notes

Reaction equation

HRID 1817815 reaction equation
[CH3:1][C:2]1([CH3:16])[CH2:11][C:10]2[NH:9][C:8](=[S:12])[C:7]([C:13]#[N:14])=[CH:6][C:5]=2[C:4](=[O:15])[CH2:3]1.Br[CH2:18][CH:19]([CH3:21])[CH3:20]>>[CH2:18]([S:12][C:8]1[C:7]([C:13]#[N:14])=[CH:6][C:5]2[C:4](=[O:15])[CH2:3][C:2]([CH3:16])([CH3:1])[CH2:11][C:10]=2[N:9]=1)[CH:19]([CH3:21])[CH3:20]

Participants

3

Reactant 2

HCID 65551-Bromo-2-methylpropaneHCID 19346807,7-Dimethyl-5-oxo-2-thioxo-1,2,5,6,7,8-hexahydroquinoline-3-carbonitrile

Product 1

HCID 578833302-Isobutylsulfanyl-7,7-dimethyl-5-oxo-5,6,7,8-tetrahydroquinoline-3-carbonitrileYield 42%

Procedure

In analogy to the procedure described in Example 1, 7,7-dimethyl-5-oxo-2-thioxo-1,2,5,6,7,8-hexahydroquinoline-3-carbonitrile was treated with 1-bromo-2-methylpropane to give the title compound in 42% yield.

Sources & evidence

ORD record
ord-17d08e28274f4ff083e58c768882cb6f
Source dataset
uspto-grants-2009_10
Patent number
US07598384B2

Reaction notes

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