Acetic Anhydride → 3-[(E)-2-(7-Chloroquinolin-2-yl)ethenyl]benzaldehyde

HRID 1109770Notes

Reaction equation

HRID 1109770 reaction equation
[CH3:1][C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][C:6]([Cl:12])=[CH:7][CH:8]=2)[N:3]=1.C(OC(=O)C)(=O)C.[CH:20](=O)[C:21]1[CH:28]=[CH:27][CH:26]=[C:23]([CH:24]=[O:25])[CH:22]=1>C1(C)C(C)=CC=CC=1>[Cl:12][C:6]1[CH:5]=[C:4]2[C:9]([CH:10]=[CH:11][C:2](/[CH:1]=[CH:20]/[C:21]3[CH:22]=[C:23]([CH:26]=[CH:27][CH:28]=3)[CH:24]=[O:25])=[N:3]2)=[CH:8][CH:7]=1

Participants

5

Reactant 3

HCID 7918Acetic AnhydrideHCID 34777IsophthalaldehydeHCID 1383957-Chloro-2-methylquinoline

Product 1

HCID 100173053-[(E)-2-(7-Chloroquinolin-2-yl)ethenyl]benzaldehydeYield 52%

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

Starting with 6.56 g of 2-methyl-7-chloroquinoline, 10.4 ml of acetic anhydride and 4.95 g of isophthalaldehyde in 100 ml of xylene and using the procedure of Preparation Il, there was obtained 5.64 g of the desired product as a yellow solid.

Workup

  1. customthe procedure of Preparation Il

Sources & evidence

ORD record
ord-85170f90796849a9ba10f2d9e0e9a308
Source dataset
uspto-grants-1994_06
Patent number
US05322847

Reaction notes

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