4-Nitrobenzaldehyde → HCID 67126855, compound

HRID 541020Notes

Reaction equation

HRID 541020 reaction equation
[CH3:1][CH2:2][O:3][C:4]([C:6]1[CH:7]=[CH:8][C:9]([NH2:12])=[CH:10][CH:11]=1)=[O:5].[N+:13]([C:16]1[CH:23]=[CH:22][C:19]([CH:20]=O)=[CH:18][CH:17]=1)([O-:15])=[O:14].[OH:24][C:25]1[CH:26]=[CH:27][CH:28]=[C:29]2[C:34]=1[N:33]=[CH:32][CH:31]=[CH:30]2>>[OH:24][C:25]1[C:26]([N:12]([CH2:20][C:19]2[CH:22]=[CH:23][C:16]([N+:13]([O-:15])=[O:14])=[CH:17][CH:18]=2)[C:9]2[CH:8]=[CH:7][C:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])=[CH:11][CH:10]=2)=[CH:27][CH:28]=[C:29]2[C:34]=1[N:33]=[CH:32][CH:31]=[CH:30]2

Participants

4

Reactant 3

HCID 5414-NitrobenzaldehydeHCID 19238-HydroxyquinolineHCID 2337Benzocaine

Product 1

HCID 67126855HCID 67126855, compound

Procedure

The title compound was prepared by both Method A and method B presented for the compound of Example 1 with the change that benzocaine (Sigma), 4-nitro-benzaldehyde (Sigma) and 8-hydroxy quinoline were used as starting materials. Product purified by column chromatography: C25H21N3O5; (MW: 443.2); yield; 50 mg (30.9%, Method A). HPLC (CH3CN/H2O 70:30 Phenomenex C-18 254 nm): Tr=8.82 min.

Workup

  1. customProduct purified by column chromatography
  2. customTr=8.82 min.

Sources & evidence

ORD record
ord-285d06230fba4f7c871a7347c9508393
Source dataset
uspto-grants-2014_10
Patent number
US08871937B2

Reaction notes

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