Isophthalaldehyde → 3-(2-(7-Chloroquinolin-2-yl)vinyl)benzaldehyde

HRID 232420Notes

Reaction equation

HRID 232420 reaction equation
[CH:1](=[O:10])[C:2]1[CH:9]=[CH:8][CH:7]=[C:4]([CH:5]=O)[CH:3]=1.[Cl:11][C:12]1[CH:21]=[C:20]2[C:15]([CH:16]=[CH:17][C:18]([CH3:22])=[N:19]2)=[CH:14][CH:13]=1>C(OC(=O)C)(=O)C.CCOCC>[Cl:11][C:12]1[CH:21]=[C:20]2[C:15]([CH:16]=[CH:17][C:18]([CH:22]=[CH:5][C:4]3[CH:3]=[C:2]([CH:9]=[CH:8][CH:7]=3)[CH:1]=[O:10])=[N:19]2)=[CH:14][CH:13]=1

Participants

5

Reactant 2

HCID 34777IsophthalaldehydeHCID 1383957-Chloro-2-methylquinoline

Product 1

HCID 533948533-(2-(7-Chloroquinolin-2-yl)vinyl)benzaldehyde

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 7918Acetic AnhydrideSolvent

Procedure

A solution of isophthalaldehyde (4.0 g) and 7-chloroquinaldine (5.39 g) in acetic anhydride was heated at 125° C. in an oil bath for 48 hours. The reaction was cooled to room temperature, diluted with ether (30 mL) and the resulting suspension was stirred vigorously. The solid title compound was collected by filtration and was used as such in the next step.

Workup

  1. filtrationThe solid title compound was collected by filtration

Sources & evidence

ORD record
ord-a09e302a80a04351bff75b030e91b80f
Source dataset
uspto-grants-1989_07
Patent number
US04851409

Reaction notes

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