2-Bromopropane → 2-Isopropylsulfanyl-7,7-dimethyl-5-oxo-5,6,7,8-tetrahydroquinoline-3-carbonitrile

HRID 1817814Notes

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[CH:18]([CH3:20])[CH3:19]>>[CH: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)([CH3:20])[CH3:19]

Participants

Reactant 2

HCID 63582-Bromopropane

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

Product 1

HCID 578832942-Isopropylsulfanyl-7,7-dimethyl-5-oxo-5,6,7,8-tetrahydroquinoline-3-carbonitrileYield 21%

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 2-bromopropane to give the title compound in 21% yield.

Sources & evidence

ORD record: ord-a47a029cd92b4b05864fd5f244f9a0e4
Source dataset: uspto-grants-2009_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07598384B2

Reaction notes

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