7-Chloro-2-methylquinoline → Dimethyl 5-(3-(2-(7-chloroquinolin-2-yl)ethenyl)phenyl)-4,6-dithianonanedioate

HRID 22582Notes

Reaction equation

HRID 22582 reaction equation
[CH:1]([C:3]1[CH:4]=[C:5]([CH:9]([S:17][CH2:18][CH2:19][C:20]([O:22][CH3:23])=[O:21])[S:10][CH2:11][CH2:12][C:13]([O:15][CH3:16])=[O:14])[CH:6]=[CH:7][CH:8]=1)=O.[Cl:24][C:25]1[CH:34]=[C:33]2[C:28]([CH:29]=[CH:30][C:31]([CH3:35])=[N:32]2)=[CH:27][CH:26]=1>C(OC(=O)C)(=O)C>[Cl:24][C:25]1[CH:34]=[C:33]2[C:28]([CH:29]=[CH:30][C:31]([CH:35]=[CH:1][C:3]3[CH:4]=[C:5]([CH:9]([S:17][CH2:18][CH2:19][C:20]([O:22][CH3:23])=[O:21])[S:10][CH2:11][CH2:12][C:13]([O:15][CH3:16])=[O:14])[CH:6]=[CH:7][CH:8]=3)=[N:32]2)=[CH:27][CH:26]=1

Participants

4

Reactant 2

HCID 1383957-Chloro-2-methylquinolineHCID 10021188Dimethyl 3,3'-(((3-formylphenyl)methylene)bis(sulfanediyl))dipropanoate

Product 1

HCID 53731421Dimethyl 5-(3-(2-(7-chloroquinolin-2-yl)ethenyl)phenyl)-4,6-dithianonanedioate

Reagents, catalysts & solvents 1

HCID 7918Acetic AnhydrideSolvent

Procedure

A solution of aldehyde (Step 1) (5.2 g) and 7-chloroquinaldine were heated in 45 ml acetic anhydride for 48 hours. The reaction mixture was evaporated. Flash chromatography of the residue using 5% ethylacetate in hexane afforded the title compound.

Workup

  1. customThe reaction mixture was evaporated

Sources & evidence

ORD record
ord-cfa2eb7e011a42859db8e0347809ca74
Source dataset
uspto-grants-1995_06
Patent number
US05428171

Reaction notes

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